142253-56-3
- Product Name：1-Boc-Azetidine-3-yl-methanol
- Molecular Formula：C9H17NO3
- Purity：99%
- Molecular Weight：187.239
Product Details;
CasNo： 142253-56-3
Molecular Formula： C9H17NO3
Reputable manufacturer supply 1-Boc-Azetidine-3-yl-methanol 142253-56-3 in stock with high standard
- Molecular Formula:C9H17NO3
- Molecular Weight:187.239
- Melting Point:55 °C
- Boiling Point:270.349 °C at 760 mmHg
- PKA:14.82±0.10(Predicted)
- Flash Point:117.303 °C
- PSA：49.77000
- Density:1.116 g/cm3
- LogP:0.78350
142253-56-3 Relevant articles
X-ray Structure-Guided Discovery of a Potent, Orally Bioavailable, Dual Human Indoleamine/Tryptophan 2,3-Dioxygenase (hIDO/hTDO) Inhibitor That Shows Activity in a Mouse Model of Parkinson’s Disease
Ning, Xiang-Li,Li, Yu-Zhi,Huo, Cui,Deng, Ji,Gao, Cheng,Zhu, Kai-Rong,Wang, Miao,Wu, Yu-Xiang,Yu, Jun-Lin,Ren, Ya-Li,Luo, Zong-Yuan,Li, Gen,Chen, Yang,Wang, Si-Yao,Peng, Cheng,Yang, Ling-Ling,Wang, Zhou-Yu,Wu, Yong,Qian, Shan,Li, Guo-Bo
supporting information, p. 8303 - 8332 (2021/06/30)
Human indoleamine 2,3-dioxygenase 1 (hID...
Radical hydroxymethylation of alkyl iodides using formaldehyde as a C1 synthon
Caiger, Lewis,Constantin, Timothée,Douglas, James J.,Juliá, Fabio,Leonori, Daniele,Sheikh, Nadeem S.,Sinton, Conar
, p. 10448 - 10454 (2021/08/20)
Radical hydroxymethylation using formald...
Design and synthesis of cyanamides as potent and selective N-acylethanolamine acid amidase inhibitors
Malamas, Michael S.,Farah, Shrouq I.,Lamani, Manjunath,Pelekoudas, Dimitrios N.,Perry, Nicholas Thomas,Rajarshi, Girija,Miyabe, Christina Yume,Chandrashekhar, Honrao,West, Jay,Pavlopoulos, Spiro,Makriyannis, Alexandros
supporting information, (2019/12/09)
N-acylethanolamine acid amidase (NAAA) i...
Condensed tricyclic compound and applications in medicines
-
Paragraph 0514; 0515-0519, (2020/04/02)
The invention relates to a condensed tri...
142253-56-3 Process route
-
-
142253-55-2
1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid
-
-
142253-56-3
3-hydroxymethyl-azetidine-1-carboxylic acid tert-butyl ester
| Conditions | Yield |
|---|---|
|
With
borane-THF;
at -78 - 20 ℃;
for 2.5h;
Inert atmosphere;
|
100% |
|
1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid;
With
dimethylsulfide borane complex;
In
tetrahydrofuran;
at 0 ℃;
for 4h;
With
hydrogenchloride;
In
tetrahydrofuran; water;
at 0 - 20 ℃;
for 0.5h;
|
98% |
|
1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid;
With
dimethylsulfide borane complex;
In
tetrahydrofuran;
at 0 ℃;
for 4h;
With
hydrogenchloride;
In
tetrahydrofuran; water;
at 0 - 20 ℃;
for 0.5h;
|
98% |
|
With
boron dimethyl-trifluoro sulphide;
In
tetrahydrofuran;
at 20 ℃;
for 14h;
|
98% |
|
1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid;
With
sodium tetrahydroborate; iodine;
In
tetrahydrofuran;
at 0 ℃;
for 18.4167h;
Reflux;
With
methanol;
In
tetrahydrofuran;
at 20 ℃;
|
90% |
|
With
dimethylsulfide borane complex;
In
tetrahydrofuran;
at -78 - 25 ℃;
for 2h;
Inert atmosphere;
|
80% |
|
1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid;
With
4-methyl-morpholine; chloroformic acid ethyl ester;
In
tetrahydrofuran;
at -10 ℃;
With
sodium tetrahydroborate;
In
water;
at 5 - 20 ℃;
|
66% |
|
1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid;
With
1,1'-carbonyldiimidazole;
In
tetrahydrofuran;
at 20 ℃;
for 1h;
With
sodium tetrahydroborate;
In
tetrahydrofuran;
|
59% |
|
1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid;
With
4-methyl-morpholine; isobutyl chloroformate;
In
tetrahydrofuran;
for 0.166667h;
Cooling with NaCl/ice water;
With
sodium tetrahydroborate;
In
tetrahydrofuran; water;
at 20 ℃;
for 1.5h;
Cooling with NaCl/ice water;
With
sodium hydrogencarbonate; citric acid;
more than 3 stages;
|
49% |
|
1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid;
With
lithium aluminium tetrahydride;
In
tetrahydrofuran;
at 20 ℃;
for 24h;
With
water; ammonium chloride;
In
tetrahydrofuran;
for 1h;
|
40% |
|
1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid;
With
sodium tetrahydroborate; iodine;
In
tetrahydrofuran;
at 0 ℃;
Inert atmosphere;
Reflux;
With
methanol; water; potassium hydroxide;
In
tetrahydrofuran;
at 20 ℃;
|
27% |
|
Multi-step reaction with 2 steps
1: NEt3 / tetrahydrofuran / 0.67 h / 0 °C
2: LiBH4 / tetrahydrofuran / 12 h / 20 °C
With
lithium borohydride; triethylamine;
In
tetrahydrofuran;
1: Substitution / 2: Reduction;
|
|
|
1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid;
With
lithium aluminium tetrahydride;
In
tetrahydrofuran; diethyl ether;
for 18h;
With
sodium hydroxide; water;
In
tetrahydrofuran; diethyl ether;
|
|
|
With
borane-THF;
In
tetrahydrofuran;
at 0 - 20 ℃;
|
|
|
1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid;
With
isopropyl chloroformate; triethylamine;
In
tetrahydrofuran;
at 0 ℃;
for 1h;
With
sodium tetrahydroborate;
In
water;
at 0 ℃;
for 1h;
|
|
|
1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid;
With
isopropyl chloroformate; triethylamine;
In
tetrahydrofuran;
at 0 ℃;
for 1h;
With
sodium tetrahydroborate;
In
tetrahydrofuran; water;
at 0 ℃;
for 1h;
|
|
|
With
lithium aluminium tetrahydride;
In
tetrahydrofuran;
at 20 ℃;
for 24h;
|
|
|
With
dimethylsulfide borane complex;
In
tetrahydrofuran;
at 0 ℃;
for 4h;
Inert atmosphere;
|
|
|
Multi-step reaction with 2 steps
1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 18 h / 20 °C
2: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
With
dmap; lithium aluminium tetrahydride; dicyclohexyl-carbodiimide;
In
tetrahydrofuran; dichloromethane;
|
|
|
With
sodium tetrahydroborate; boron trifluoride diethyl etherate;
In
tetrahydrofuran;
|
|
|
Multi-step reaction with 2 steps
1.1: sodium hydride / tetrahydrofuran / 0.5 h / 10 - 20 °C
1.2: 16 h / 15 - 25 °C
2.1: tetrahydrofuran / 0.5 h / -10 - 0 °C
With
sodium hydride;
In
tetrahydrofuran;
|
|
|
With
borane-THF;
In
tetrahydrofuran;
at 0 - 20 ℃;
Inert atmosphere;
|
|
|
1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid;
With
dimethylsulfide borane complex;
In
tetrahydrofuran;
at 0 ℃;
for 2.5h;
With
hydrogenchloride; water;
In
tetrahydrofuran;
|
-
-
610791-05-4
azetidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester
-
-
142253-56-3
3-hydroxymethyl-azetidine-1-carboxylic acid tert-butyl ester
| Conditions | Yield |
|---|---|
|
In
tetrahydrofuran;
at -10 - 0 ℃;
for 0.5h;
|
99% |
|
With
lithium aluminium tetrahydride;
In
tetrahydrofuran;
at 0 ℃;
for 1h;
Inert atmosphere;
|
97% |
|
azetidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester;
With
lithium aluminium tetrahydride;
In
tetrahydrofuran;
at 0 ℃;
for 1h;
With
sodium hydroxide; water;
In
tetrahydrofuran;
at 0 ℃;
for 1h;
|
95.3% |
|
azetidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester;
With
lithium aluminium tetrahydride;
In
tetrahydrofuran;
at 0 ℃;
for 1h;
With
sodium hydroxide; water;
In
tetrahydrofuran;
at 0 ℃;
for 1h;
|
95.3% |
|
With
methanol; sodium tetrahydroborate;
In
tetrahydrofuran;
at 80 ℃;
for 1.5h;
|
90% |
|
With
sodium hydride;
In
tetrahydrofuran;
at 80 ℃;
for 0.5h;
|
90% |
|
With
lithium aluminium tetrahydride;
In
tetrahydrofuran;
at -15 - 10 ℃;
for 0.5h;
|
69% |
|
azetidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester;
With
lithium borohydride;
In
tetrahydrofuran; methanol;
at 20 ℃;
for 3h;
With
water; rochelle salt;
In
tetrahydrofuran; methanol; ethyl acetate;
at 20 ℃;
for 0.5h;
|
|
|
azetidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester;
With
methanol; lithium borohydride;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 3h;
With
Rochelle's salt;
In
tetrahydrofuran; water; ethyl acetate;
at 20 ℃;
for 0.5h;
|
|
|
With
methanol; sodium tetrahydroborate;
In
tetrahydrofuran;
at 60 - 65 ℃;
Inert atmosphere;
Large scale;
|
170 kg |
|
With
lithium aluminium tetrahydride;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 3h;
Inert atmosphere;
|
142253-56-3 Upstream products
-
24424-99-5
di-tert-butyl dicarbonate
-
142253-55-2
1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid
-
543-27-1
isobutyl chloroformate
-
610791-05-4
azetidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester
142253-56-3 Downstream products
-
253176-94-2
3-iodomethylazetidine-1-carboxylic acid tert-butyl ester
-
177947-96-5
tert-butyl 3-formylazetidine-1-carboxylate
-
960492-91-5
tert-butyl 3-[(2-iodophenoxy)methyl]azetidine-1-carboxylate
-
193085-23-3
3-((E)-2-(methyl((1R)-1-(methyl((1R)-1-(methylcarbamoyl)-2-phenylethyl)carbamoyl)-2-(2-naphthyl)ethyl)carbamoyl)vinyl)azetidine-1-carboxylic acid tert-butyl ester
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