rac-(2-(3-bromophenyl)-1-hydroxymethylethyl)carbamic acid tert-butyl ester

Base Information

• Chemical Name: rac-(2-(3-bromophenyl)-1-hydroxymethylethyl)carbamic acid tert-butyl ester
• CAS No.: 868274-65-1
• Molecular Formula: C₁₄H₂₀BrNO₃
• Molecular Weight: 330.222
• Mol file: 868274-65-1.mol

Synonyms:rac-(2-(3-bromophenyl)-1-hydroxymethylethyl)carbamic acid tert-butyl ester

Chemical Property of rac-(2-(3-bromophenyl)-1-hydroxymethylethyl)carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of rac-(2-(3-bromophenyl)-1-hydroxymethylethyl)carbamic acid tert-butyl ester

There total 4 articles about rac-(2-(3-bromophenyl)-1-hydroxymethylethyl)carbamic acid tert-butyl ester 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: 98.0%

rac-(3-(3-bromophenyl)-2-tert-butoxycarbonylamino)propionic acid (82278-95-3) → rac-(2-(3-bromophenyl)-1-hydroxymethylethyl)carbamic acid tert-butyl ester (868274-65-1)

Guidance literature:

rac-(3-(3-bromophenyl)-2-tert-butoxycarbonylamino)propionic acid; With isobutyl chloroformate; In tetrahydrofuran; at -15 ℃;

With sodium tetrahydroborate; In tetrahydrofuran; at 0 ℃;

DOI:10.1021/jm050224y

Reference yield:

meta-bromobenzyl bromide (823-78-9) → rac-(2-(3-bromophenyl)-1-hydroxymethylethyl)carbamic acid tert-butyl ester (868274-65-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 75 percent / NaOEt / ethanol / 5 h / Heating

2.1: aq. HCl / 16 h / Heating

3.1: 72 g / aq. NaHCO₃ / dioxane / 3 h / 20 °C

4.1: isobutyl chloroformate / tetrahydrofuran / -15 °C

4.2: 98 percent / NaBH₄ / tetrahydrofuran / 0 °C

With hydrogenchloride; sodium ethanolate; sodium hydrogencarbonate; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane; ethanol;

DOI:10.1021/jm050224y

Reference yield:

2-amino-3-(3-bromophenyl)propanoic acid (30163-20-3,99295-78-0) → rac-(2-(3-bromophenyl)-1-hydroxymethylethyl)carbamic acid tert-butyl ester (868274-65-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 72 g / aq. NaHCO₃ / dioxane / 3 h / 20 °C

2.1: isobutyl chloroformate / tetrahydrofuran / -15 °C

2.2: 98 percent / NaBH₄ / tetrahydrofuran / 0 °C

With sodium hydrogencarbonate; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1021/jm050224y

upstream raw materials:

rac-(3-(3-bromophenyl)-2-tert-butoxycarbonylamino)propionic acid

meta-bromobenzyl bromide

2-amino-3-(3-bromophenyl)propanoic acid

diethyl (acetylamino)<(3-bromophenyl)methyl>propanedioate