3-[(2R)-(tert-butoxycarbonylamino)-3-(4-methoxyphenyl)propanoylamino]propanoic acid

Base Information

• Chemical Name: 3-[(2R)-(tert-butoxycarbonylamino)-3-(4-methoxyphenyl)propanoylamino]propanoic acid
• CAS No.: 178977-38-3
• Molecular Formula: C₁₈H₂₆N₂O₆
• Molecular Weight: 366.414

Synonyms:3-[(2R)-(tert-butoxycarbonylamino)-3-(4-methoxyphenyl)propanoylamino]propanoic acid

Chemical Property of 3-[(2R)-(tert-butoxycarbonylamino)-3-(4-methoxyphenyl)propanoylamino]propanoic acid

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Technology Process of 3-[(2R)-(tert-butoxycarbonylamino)-3-(4-methoxyphenyl)propanoylamino]propanoic acid

There total 3 articles about 3-[(2R)-(tert-butoxycarbonylamino)-3-(4-methoxyphenyl)propanoylamino]propanoic acid 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: 93.0%

N-(tert-butoxycarbonyl)-O-methyl-D-tyrosine (68856-96-2) + 3-amino propanoic acid (107-95-9) → 3-[(2R)-(tert-butoxycarbonylamino)-3-(4-methoxyphenyl)propanoylamino]propanoic acid (178977-38-3)

Guidance literature:

With 1-hydroxy-pyrrolidine-2,5-dione; triethylamine; dicyclohexyl-carbodiimide; In 1,2-dimethoxyethane; at 0 - 20 ℃; 0 deg C - room temperature;

DOI:10.1016/0960-894X(96)00182-5

Reference yield:

N-(tert-butoxycarbonyl)-O-methyl-D-tyrosine (68856-96-2) → 3-[(2R)-(tert-butoxycarbonylamino)-3-(4-methoxyphenyl)propanoylamino]propanoic acid (178977-38-3)

Guidance literature:

Multi-step reaction with 2 steps

1: DCC / 1,2-dimethoxy-ethane / 24 h / 0 - 20 °C

2: 5.5 g / Et₃N / 1,2-dimethoxy-ethane; H₂O / 2 h

With triethylamine; dicyclohexyl-carbodiimide; In 1,2-dimethoxyethane; water; 1: Esterification / 2: Esterification;

DOI:10.1021/jo000767+

Reference yield:

2-tert-butoxycarbonylamino-3-(4-methoxy-phenyl)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester + 3-amino propanoic acid (107-95-9) → 3-[(2R)-(tert-butoxycarbonylamino)-3-(4-methoxyphenyl)propanoylamino]propanoic acid (178977-38-3)

Guidance literature:

With triethylamine; In 1,2-dimethoxyethane; water; for 2h;

DOI:10.1021/jo000767+

upstream raw materials:

N-(tert-butoxycarbonyl)-O-methyl-D-tyrosine

3-amino propanoic acid

Downstream raw materials:

(2S)-2-[3-[(2R)-2-(tert-butoxycarbonylamino)-3-(4-methoxyphenyl)propanoylamino]propanoyloxy]-4-methylpentanoic acid

tert-butyl (5S,6R)-5-[(2S)-2-[3-[(2R)-2-tert-butoxycarbonylamino-3-(4-methoxyphenyl)-propionylamino]propionyloxy]-4-methylpentanoyloxy]-6-methyl-8-phenylocta-2(E),7(E)-dienoate

dephenyldesepoxyarenastatin A

cryptophycin-24

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