2-(2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-acrylic acid methyl ester

Base Information

• Chemical Name: 2-(2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-acrylic acid methyl ester
• CAS No.: 643090-91-9
• Molecular Formula: C₁₈H₂₄N₂O₅
• Molecular Weight: 348.399

Synonyms:2-(2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-acrylic acid methyl ester

Chemical Property of 2-(2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-acrylic acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of 2-(2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-acrylic acid methyl ester

There total 2 articles about 2-(2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-acrylic acid methyl 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: 80.0%

2-(2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-3-hydroxy-propionic acid methyl ester (643090-90-8) → 2-(2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-acrylic acid methyl ester (643090-91-9)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; copper(l) chloride; In dichloromethane;

DOI:10.1016/j.tetlet.2003.09.196

Reference yield:

Boc-D-Phe-OH (18942-49-9) → 2-(2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-acrylic acid methyl ester (643090-91-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / isobutyl chloroformate; Et₃N / CH₂Cl₂

2: 80 percent / EDCI; cuprous chloride / CH₂Cl₂

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; copper(l) chloride; isobutyl chloroformate; In dichloromethane;

DOI:10.1016/j.tetlet.2003.09.196

Reference yield: 83.0%

2-(2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-acrylic acid methyl ester (643090-91-9) → (Z)-3-Bromo-2-((R)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-acrylic acid methyl ester (643090-92-0)

Guidance literature:

2-(2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-acrylic acid methyl ester; With N-Bromosuccinimide; In dichloromethane;

With triethylamine;

DOI:10.1016/j.tetlet.2003.09.196

upstream raw materials:

2-(2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-3-hydroxy-propionic acid methyl ester

Boc-D-Phe-OH

Downstream raw materials:

N-Boc-D-Phe-ΔTyr(OTIPS)-OMe

(Z)-3-Bromo-2-((R)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-acrylic acid methyl ester

N-Boc-D-Phe-ΔTyr(OTIPS)-CH2OH

N-Boc-D-Phe-V-ΔTyr(OTIPS)-OMe

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