L-alanyl-N-[(1R)-3-tert-butoxy-1-(4-methoxyphenyl)-3-oxopropyl]-N-methyl-D-tryptophanamide

Base Information

Chemical Name:L-alanyl-N-[(1R)-3-tert-butoxy-1-(4-methoxyphenyl)-3-oxopropyl]-N-methyl-D-tryptophanamide
CAS No.:873326-33-1
Molecular Formula:C₂₉H₃₈N₄O₅
Molecular Weight:522.645
Hs Code.:

Synonyms:L-alanyl-N-[(1R)-3-tert-butoxy-1-(4-methoxyphenyl)-3-oxopropyl]-N-methyl-D-tryptophanamide

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Chemical Property of L-alanyl-N-[(1R)-3-tert-butoxy-1-(4-methoxyphenyl)-3-oxopropyl]-N-methyl-D-tryptophanamide

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Technology Process of L-alanyl-N-[(1R)-3-tert-butoxy-1-(4-methoxyphenyl)-3-oxopropyl]-N-methyl-D-tryptophanamide

There total 13 articles about L-alanyl-N-[(1R)-3-tert-butoxy-1-(4-methoxyphenyl)-3-oxopropyl]-N-methyl-D-tryptophanamide 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:

: 873326-22-8
tert-butyl (3R)-3-amino-3-(4-methoxyphenyl)propanoate

: 873326-33-1
L-alanyl-N-[(1R)-3-tert-butoxy-1-(4-methoxyphenyl)-3-oxopropyl]-N-methyl-D-tryptophanamide

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / HOBt; DCC / tetrahydrofuran / 12 h / 0 °C

2: 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

3: 0.057 g / H₂O

With 2,6-dimethylpyridine; water; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1002/chem.200500319

Reference yield:

: 3-isocyanato-3-(4-methoxy-phenyl)-propionic acid tert-butyl ester

: 873326-33-1
L-alanyl-N-[(1R)-3-tert-butoxy-1-(4-methoxyphenyl)-3-oxopropyl]-N-methyl-D-tryptophanamide

Guidance literature:: Multi-step reaction with 5 steps

1: 0.61 g / toluene / 3 h / Heating

2: 60 percent / Et₂NH / tetrahydrofuran / 12 h / 23 °C

3: 96 percent / HOBt; DCC / tetrahydrofuran / 12 h / 0 °C

4: 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

5: 0.057 g / H₂O

With 2,6-dimethylpyridine; water; benzotriazol-1-ol; diethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1002/chem.200500319

Reference yield:

: 873326-20-6
(2R)-4-tert-butoxy-2-(4-methoxyphenyl)-4-oxobutanoic acid

: 873326-33-1
L-alanyl-N-[(1R)-3-tert-butoxy-1-(4-methoxyphenyl)-3-oxopropyl]-N-methyl-D-tryptophanamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: (PhO)2P(O)N₃; Et₃N / toluene / 0.5 h / 23 °C

1.2: toluene / 4 h / Heating

2.1: 0.61 g / toluene / 3 h / Heating

3.1: 60 percent / Et₂NH / tetrahydrofuran / 12 h / 23 °C

4.1: 96 percent / HOBt; DCC / tetrahydrofuran / 12 h / 0 °C

5.1: 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

6.1: 0.057 g / H₂O

With 2,6-dimethylpyridine; diphenyl phosphoryl azide; water; benzotriazol-1-ol; diethylamine; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; toluene; 1.2: Curtius rearrangement;
DOI:10.1002/chem.200500319