(-)-tert-butyl N-[(1R,2R,4S)-2-(6-chloropyridin-3-yl)-4-hydroxycyclohexyl]carbamate

Base Information

• Chemical Name: (-)-tert-butyl N-[(1R,2R,4S)-2-(6-chloropyridin-3-yl)-4-hydroxycyclohexyl]carbamate
• CAS No.: 211503-91-2
• Molecular Formula: C₁₆H₂₃ClN₂O₃
• Molecular Weight: 326.823
• Mol file: 211503-91-2.mol

Synonyms:(-)-tert-butyl N-[(1R,2R,4S)-2-(6-chloropyridin-3-yl)-4-hydroxycyclohexyl]carbamate

Chemical Property of (-)-tert-butyl N-[(1R,2R,4S)-2-(6-chloropyridin-3-yl)-4-hydroxycyclohexyl]carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-tert-butyl N-[(1R,2R,4S)-2-(6-chloropyridin-3-yl)-4-hydroxycyclohexyl]carbamate

There total 34 articles about (-)-tert-butyl N-[(1R,2R,4S)-2-(6-chloropyridin-3-yl)-4-hydroxycyclohexyl]carbamate 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: 85.0%

(1S,4R,5R)-5-(6-Chloro-pyridin-3-yl)-2-oxa-3-aza-bicyclo[2.2.2]octane-3-carboxylic acid tert-butyl ester (211503-85-4) → (-)-tert-butyl N-[(1R,2R,4S)-2-(6-chloropyridin-3-yl)-4-hydroxycyclohexyl]carbamate (211503-91-2)

Guidance literature:

With hexacarbonyl molybdenum; In water; acetonitrile; Heating;

DOI:10.1016/S0040-4039(98)00803-X

Reference yield: 75.0%

tert-butyl ((1R,6R)-6-(6-chloropyridin-3-yl)-4-oxocyclohex-2-en-1-yl)carbamate → (-)-tert-butyl N-[(1R,2R,4S)-2-(6-chloropyridin-3-yl)-4-hydroxycyclohexyl]carbamate (211503-91-2)

Guidance literature:

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; In methanol; at 0 ℃; for 0.666667h; Inert atmosphere;

DOI:10.1021/acs.joc.9b01340

Reference yield: 60.0%

(+)-tert-butyl N-[(1R,4S)-2-(6-chloropyridin-3-yl)-4-hydroxycyclohex-2-en-1-yl]carbamate (1370320-06-1) → (-)-tert-butyl N-[(1R,2R,4S)-2-(6-chloropyridin-3-yl)-4-hydroxycyclohexyl]carbamate (211503-91-2)

Guidance literature:

With platinum(IV) oxide; hydrogen; In ethanol; at 20 ℃; for 5h;

DOI:10.1039/c2ob06904k

upstream raw materials:

(1S,4R,5R)-5-(6-Chloro-pyridin-3-yl)-2-oxa-3-aza-bicyclo[2.2.2]octane-3-carboxylic acid tert-butyl ester

N-[(2R,1R)-2-(6-chloro(3-pyridyl))-4-oxocyclohexyl](tert-butoxy)carboxamide

3-[(2E)-3-(6-chloro(3-pyridyl))prop-2-enoyl](4R)-4-benzyl-1,3-oxazolidin-2-one

6-Chloro-3-pyridinecarboxylic acid

Downstream raw materials:

N-[(1R,2R,4R)-4-bromo-2-(6-chloro(3-pyridyl))cyclohexyl](tert-butoxy)carboxamide

(1R,2R,4R)-4-bromo-2-(6-chloropyridin-3-yl)cyclohexanamine

epibatidine