methyl (R)-2-((R)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)-3-phenylpropanoate

Base Information

• Chemical Name: methyl (R)-2-((R)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)-3-phenylpropanoate
• CAS No.: 125511-89-9
• Molecular Formula: C₂₄H₃₀N₂O₅
• Molecular Weight: 426.513
• Mol file: 125511-89-9.mol

Synonyms:methyl (R)-2-((R)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)-3-phenylpropanoate

Chemical Property of methyl (R)-2-((R)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)-3-phenylpropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (R)-2-((R)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)-3-phenylpropanoate

There total 5 articles about methyl (R)-2-((R)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)-3-phenylpropanoate 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: 94.4%

D-phenylalanine methyl ester (21685-51-8) + Boc-D-Phe-OH (18942-49-9) → methyl (R)-2-((R)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)-3-phenylpropanoate (125511-89-9)

Guidance literature:

Boc-D-Phe-OH; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In acetonitrile; at 0 ℃; for 0.5h;

D-phenylalanine methyl ester; With 4-methyl-morpholine; In acetonitrile; at 25 ℃; for 6h;

Reference yield: 51.0%

tert-butyl (R)-(1-hydrazinyl-1-oxo-3-phenylpropan-2-yl)carbamate (919529-35-4) + D-phenylalanine methyl ester (21685-51-8) → methyl (R)-2-((R)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)-3-phenylpropanoate (125511-89-9)

Guidance literature:

With tert.-butylhydroperoxide; iron(III) chloride; In water; acetonitrile; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tetlet.2021.153316

Reference yield:

D-(R)-phenylalanine (673-06-3,25191-15-5,658-69-5,67675-33-6) → methyl (R)-2-((R)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)-3-phenylpropanoate (125511-89-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / water; 1,4-dioxane / 10 h / 0 - 20 °C

2: dicyclohexyl-carbodiimide; benzotriazol-1-ol / N,N-dimethyl-formamide; ethyl acetate / 24 h / 20 °C / Cooling with ice

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; sodium hydroxide; In 1,4-dioxane; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1039/c6cc01744d

upstream raw materials:

D-phenylalanine methyl ester

Boc-D-Phe-OH

di-tert-butyl dicarbonate

D-(R)-phenylalanine

Downstream raw materials:

D-phenylalanyl-D-phenylalanine methyl ester

C₂₈H₃₆N₄O₆

C₂₈H₃₄N₄O₅

C₃₇H₄₃N₅O₇