Carbamic acid, [(1R,3S)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI)

Base Information

• Chemical Name: Carbamic acid, [(1R,3S)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI)
• CAS No.: 225641-84-9
• Molecular Formula: C₁₀H₁₉NO₃
• Molecular Weight: 201.266
• Mol file: 225641-84-9.mol

Synonyms:Carbamicacid, [(1R,3S)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI);2-Methyl-2-propanyl [(1R,3S)-3-hydroxycyclopentyl]carbamate;

Chemical Property of Carbamic acid, [(1R,3S)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI)

Chemical Property:

• Boiling Point: 320.8 °C at 760 mmHg
• PKA: 12.27±0.40(Predicted)
• Flash Point: 147.8 °C
• PSA: 58.56000
• Density: 1.08g/cm³
• LogP: 1.81540
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

tert-Butyl((1R,3S)-3-hydroxycyclopentyl)carbamate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Carbamic acid, [(1R,3S)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI) is carboxylic acid ester organic compounds, which can be used as pharmaceutical intermediates.

Technology Process of Carbamic acid, [(1R,3S)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI)

There total 4 articles about Carbamic acid, [(1R,3S)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI) 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: 95.0%

(+)-(1R,4S)-1-hydroxy-4-[(tert-butoxycarbonyl)amino]-2-cyclopentene (201054-55-9,154802-92-3,178152-48-2) → tert-butyl N-[(1R,3S)-3-hydroxycyclopentyl]carbamate (225641-84-9,1154870-59-3,207729-04-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 14h; Inert atmosphere;

Reference yield: 95.0%

(1S,3R)-3-aminocyclopentane-1-ol (1036260-18-0,167298-58-0) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl N-[(1R,3S)-3-hydroxycyclopentyl]carbamate (225641-84-9,1154870-59-3,207729-04-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

Reference yield:

vinyl acetate (108-05-4,9003-20-7) + di-tert-butyl dicarbonate (24424-99-5) + (1R,4S)-4-Azido-cyclopent-2-enol → (1S,3R)-3-hydroxycyclopentyl-1-carbamic acid tert-butyl ester (167465-99-8,1154870-59-3,207729-04-2) + tert-butyl N-[(1R,3S)-3-hydroxycyclopentyl]carbamate (225641-84-9,1154870-59-3,207729-04-2) + Acetic acid (1S,3R)-3-tert-butoxycarbonylamino-cyclopentyl ester + Acetic acid (1R,3S)-3-tert-butoxycarbonylamino-cyclopentyl ester (225641-82-7)

Guidance literature:

vinyl acetate; (1R,4S)-4-Azido-cyclopent-2-enol; With Pancreatin; In tetrahydrofuran; for 3h;

di-tert-butyl dicarbonate; With hydrogen; palladium on activated charcoal; In ethyl acetate; under 3102.89 Torr; Title compound not separated from byproducts;

DOI:10.1016/S0960-894X(00)00374-7

upstream raw materials:

vinyl acetate

di-tert-butyl dicarbonate

(1S,3R)-3-aminocyclopentane-1-ol

2-oxa-3-azabicyclo[2.2.1]hept-5-ene-3-carboxylic acidtert-butyl ester

Downstream raw materials:

(1S,3R)-3-aminocyclopentan-1-ol hydrochloride

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