tert-butyl (1R)-2-hydroxy-1-[4-(2-methylpentyloxy)phenyl]ethylcarbamate

Base Information

• Chemical Name: tert-butyl (1R)-2-hydroxy-1-[4-(2-methylpentyloxy)phenyl]ethylcarbamate
• CAS No.: 1286280-72-5
• Molecular Formula: C₁₉H₃₁NO₄
• Molecular Weight: 337.459
• Mol file: 1286280-72-5.mol

Synonyms:tert-butyl (1R)-2-hydroxy-1-[4-(2-methylpentyloxy)phenyl]ethylcarbamate

Chemical Property of tert-butyl (1R)-2-hydroxy-1-[4-(2-methylpentyloxy)phenyl]ethylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (1R)-2-hydroxy-1-[4-(2-methylpentyloxy)phenyl]ethylcarbamate

There total 9 articles about tert-butyl (1R)-2-hydroxy-1-[4-(2-methylpentyloxy)phenyl]ethylcarbamate 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: 92.0%

methyl (2R)-2-{[(tert-butoxy)carbonyl]amino}-2-{4-[(2-methylpentyl)oxy]phenyl}acetate (1287285-61-3) → tert-butyl (1R)-2-hydroxy-1-[4-(2-methylpentyloxy)phenyl]ethylcarbamate (1286280-72-5)

Guidance literature:

methyl (2R)-2-{[(tert-butoxy)carbonyl]amino}-2-{4-[(2-methylpentyl)oxy]phenyl}acetate; With sodium tetrahydroborate; lithium chloride; In tetrahydrofuran; ethanol; at 0 - 20 ℃;

With ammonium chloride; In tetrahydrofuran; ethanol; water; at 0 ℃;

Reference yield:

1-bromo-2-methylpentane (25346-33-2) + (R)-N-(t-butoxycarbonyl)-4-(t-butyldimethylsiloxy)phenylglycinol (691889-35-7) → tert-butyl (1R)-2-hydroxy-1-[4-(2-methylpentyloxy)phenyl]ethylcarbamate (1286280-72-5)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 70 ℃;

Reference yield:

(R)-methyl 2-((tert-butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetate (143323-49-3,141518-55-0) → tert-butyl (1R)-2-hydroxy-1-[4-(2-methylpentyloxy)phenyl]ethylcarbamate (1286280-72-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triphenylphosphine / tetrahydrofuran / 0.17 h

1.2: 18 h / 20 °C

2.1: lithium chloride; sodium tetrahydroborate / ethanol; tetrahydrofuran / 0 - 20 °C

2.2: 0 °C

With sodium tetrahydroborate; triphenylphosphine; lithium chloride; In tetrahydrofuran; ethanol;

upstream raw materials:

(R)-methyl 2-((tert-butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetate

methyl (R)-2-amino-2-(4-hydroxyphenyl)acetate hydrochloride

methyl (2R)-2-{[(tert-butoxy)carbonyl]amino}-2-{4-[(2-methylpentyl)oxy]phenyl}acetate

p-benzyloxystyrene

Downstream raw materials:

tert-butyl N-[(1R)-2-bromo-1-{4-[(2-methylpentyl)oxy]phenyl}-ethyl]carbamate

tert-butyl N-[(1R)-2-azido-1-{4-[(2-methylpentyl)oxy]phenyl}-ethyl]carbamate

(1R)-2-azido-1-[4-(2-methylpentyloxy)phenyl]ethanamine

(2S)-N-{(1R)-2-azido-1-[4-(2-methylpentyloxy)phenyl]ethyl}-2-phenylpropanamide