tert-butyl (3S)-3-(hydroxymethyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate

Base Information

Chemical Name:tert-butyl (3S)-3-(hydroxymethyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate
CAS No.:197142-33-9
Molecular Formula:C₁₁H₁₉NO₃
Molecular Weight:213.277
Hs Code.:
Mol file:197142-33-9.mol

Synonyms:3-hydroxymethyl-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester

Suppliers and Price of tert-butyl (3S)-3-(hydroxymethyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 3 raw suppliers

Chemical Property of tert-butyl (3S)-3-(hydroxymethyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate

Chemical Property:

Purity/Quality:: 97% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of tert-butyl (3S)-3-(hydroxymethyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate

There total 16 articles about tert-butyl (3S)-3-(hydroxymethyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

: 197142-34-0
(1R,3S,5R)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid

: 197142-33-9
3-hydroxymethyl-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester

Guidance literature:: (1R,3S,5R)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid; With borane-THF; In tetrahydrofuran; at 0 ℃; for 3.5h; Reflux;

With methanol; In tetrahydrofuran; at 0 ℃;

Reference yield: 90.0%

: 197142-32-8
3-(tert-butyldiphenylsilanyloxymethyl)-2-azabicyclo[3.1.0]-hexane-2-carboxylic acid tert-butyl ester

: 197142-33-9
3-hydroxymethyl-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1002/anie.199718811

Reference yield:

: 17342-08-4
(S)-Pyroglutaminol

: 197142-33-9
3-hydroxymethyl-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: dmap; triethylamine / dichloromethane / 20 °C

2.1: dmap; triethylamine / dichloromethane / 18.16 h / 24 °C

3.1: lithium triethylborohydride / toluene; tetrahydrofuran / 1.08 h / -50 - -45 °C

3.2: 14.42 h / -50 - 20 °C

3.3: 0.08 h / Cooling with ice/water

4.1: diethylzinc / toluene / 0.25 h / -30 °C

4.2: 19.66 h / -25 - -21 °C

4.3: 0.33 h / -25 - 20 °C

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4.83 h / 20 °C

6.1: sodium periodate; ruthenium trichloride / tetrachloromethane; acetonitrile; water / 1.25 h

7.1: borane-THF / tetrahydrofuran / 3.5 h / 0 °C / Reflux

7.2: 0 °C

With dmap; ruthenium trichloride; sodium periodate; borane-THF; tetrabutyl ammonium fluoride; diethylzinc; lithium triethylborohydride; triethylamine; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; toluene; acetonitrile;