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

Base Information

• Chemical Name: rac-(2-(3-bromophenyl)-1-formylethyl)carbamic acid tert-butyl ester
• CAS No.: 868274-66-2
• Molecular Formula: C₁₄H₁₈BrNO₃
• Molecular Weight: 328.206
• Mol file: 868274-66-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

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

There total 5 articles about rac-(2-(3-bromophenyl)-1-formylethyl)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: 96.0%

rac-(2-(3-bromophenyl)-1-hydroxymethylethyl)carbamic acid tert-butyl ester (868274-65-1) → rac-(2-(3-bromophenyl)-1-formylethyl)carbamic acid tert-butyl ester (868274-66-2)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃;

DOI:10.1021/jm050224y

Reference yield:

rac-(3-(3-bromophenyl)-2-tert-butoxycarbonylamino)propionic acid (82278-95-3) → rac-(2-(3-bromophenyl)-1-formylethyl)carbamic acid tert-butyl ester (868274-66-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: isobutyl chloroformate / tetrahydrofuran / -15 °C

1.2: 98 percent / NaBH₄ / tetrahydrofuran / 0 °C

2.1: 96 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; isobutyl chloroformate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm050224y

Reference yield:

meta-bromobenzyl bromide (823-78-9) → rac-(2-(3-bromophenyl)-1-formylethyl)carbamic acid tert-butyl ester (868274-66-2)

Guidance literature:

Multi-step reaction with 5 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

5.1: 96 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

With hydrogenchloride; oxalyl dichloride; sodium ethanolate; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane;

DOI:10.1021/jm050224y

upstream raw materials:

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

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

meta-bromobenzyl bromide

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