[4-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-phenyl]-acetic acid tert-butyl ester

Base Information

• Chemical Name: [4-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-phenyl]-acetic acid tert-butyl ester
• CAS No.: 156143-55-4
• Molecular Formula: C₂₀H₃₁NO₅
• Molecular Weight: 365.47
• Mol file: 156143-55-4.mol

Synonyms:[4-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-phenyl]-acetic acid tert-butyl ester

Chemical Property of [4-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-phenyl]-acetic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [4-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-phenyl]-acetic acid tert-butyl ester

There total 4 articles about [4-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-phenyl]-acetic 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: 50.0%

2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonylmethyl-phenyl)-propionic acid ethyl ester (156143-54-3) → [4-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-phenyl]-acetic acid tert-butyl ester (156143-55-4)

Guidance literature:

With sodium tetrahydroborate; In ethanol; water; at 50 ℃; for 4h;

DOI:10.1021/jm00035a014

Reference yield:

α-(4-bromomethylphenyl)acetic acid tert-butyl ester (77292-91-2) → [4-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-phenyl]-acetic acid tert-butyl ester (156143-55-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 53 percent / KI, benzyltrimethylammonium hydroxide / dioxane; H₂O / 3 h / Ambient temperature

2: 72 percent / 1 N aq. HCl / diethyl ether / 4 h / Ambient temperature

3: 97 percent / dimethylformamide

4: 50 percent / NaBH₄ / ethanol; H₂O / 4 h / 50 °C

With hydrogenchloride; sodium tetrahydroborate; N-benzyl-trimethylammonium hydroxide; potassium iodide; In 1,4-dioxane; diethyl ether; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00035a014

Reference yield:

2-Amino-3-(4-tert-butoxycarbonylmethyl-phenyl)-propionic acid ethyl ester (156143-53-2) → [4-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-phenyl]-acetic acid tert-butyl ester (156143-55-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / dimethylformamide

2: 50 percent / NaBH₄ / ethanol; H₂O / 4 h / 50 °C

With sodium tetrahydroborate; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00035a014

upstream raw materials:

2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonylmethyl-phenyl)-propionic acid ethyl ester

α-(4-bromomethylphenyl)acetic acid tert-butyl ester

2-Amino-3-(4-tert-butoxycarbonylmethyl-phenyl)-propionic acid ethyl ester

2-(Benzhydrylidene-amino)-3-(4-tert-butoxycarbonylmethyl-phenyl)-propionic acid ethyl ester

Downstream raw materials:

(4-{2-tert-Butoxycarbonylamino-3-[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonylmethyl-phenyl)-propyldisulfanyl]-propyl}-phenyl)-acetic acid tert-butyl ester

[4-(3-Acetylsulfanyl-2-tert-butoxycarbonylamino-propyl)-phenyl]-acetic acid tert-butyl ester