Phenylalanine, N-acetyl-4-[[(1,1-dimethylethoxy)oxoacetyl][2-[(diphenylmethoxy)carbon yl]phenyl]amino]-3-ethyl-, 2-propenyl ester

Base Information

• Chemical Name: Phenylalanine, N-acetyl-4-[[(1,1-dimethylethoxy)oxoacetyl][2-[(diphenylmethoxy)carbon yl]phenyl]amino]-3-ethyl-, 2-propenyl ester
• CAS No.: 402925-00-2
• Molecular Formula: C42H44N2O8
• Molecular Weight: 704.82
• Mol file: 402925-00-2.mol

Synonyms:

Chemical Property of Phenylalanine, N-acetyl-4-[[(1,1-dimethylethoxy)oxoacetyl][2-[(diphenylmethoxy)carbon yl]phenyl]amino]-3-ethyl-, 2-propenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Phenylalanine, N-acetyl-4-[[(1,1-dimethylethoxy)oxoacetyl][2-[(diphenylmethoxy)carbon yl]phenyl]amino]-3-ethyl-, 2-propenyl ester

There total 6 articles about Phenylalanine, N-acetyl-4-[[(1,1-dimethylethoxy)oxoacetyl][2-[(diphenylmethoxy)carbon yl]phenyl]amino]-3-ethyl-, 2-propenyl 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: 92.0%

diazodiphenylmethane (908093-98-1) + 2-{[4-(2-acetylamino-2-allyloxycarbonyl-ethyl)-2-ethyl-phenyl]-tert-butoxyoxalyl-amino}-benzoic acid (402924-99-6) → 2-{[4-(2-acetylamino-2-allyloxycarbonyl-ethyl)-2-ethyl-phenyl]-tert-butoxyoxalyl-amino}-benzoic acid benzhydryl ester (402925-00-2)

Guidance literature:

In acetone; at 20 ℃;

DOI:10.1016/S0960-894X(03)00302-0

Reference yield:

2-bromo-4-hydroxybenzoic acid (28547-28-6) + diazodiphenylmethane (908093-98-1) + 2-{[4-(2-acetylamino-2-allyloxycarbonyl-ethyl)-2-ethyl-phenyl]-tert-butoxyoxalyl-amino}-benzoic acid (402924-99-6) → 2-{[4-(2-acetylamino-2-allyloxycarbonyl-ethyl)-2-ethyl-phenyl]-tert-butoxyoxalyl-amino}-benzoic acid benzhydryl ester (402925-00-2)

Guidance literature:

In acetone;

Reference yield:

benzyl (2E)-2-(acetylamino)-3-(4-amino-3-ethylphenyl)-2-propenoate (436864-41-4) → 2-{[4-(2-acetylamino-2-allyloxycarbonyl-ethyl)-2-ethyl-phenyl]-tert-butoxyoxalyl-amino}-benzoic acid benzhydryl ester (402925-00-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / H₂ / 10 percent Pd/C / 20 °C / 3040 Torr

2: 62 percent / Cs₂CO₃ / 20 °C

3: 85 percent / Cu(OAc)2 / propan-2-ol / 80 °C

4: 72 percent / i-Pr₂NEt / CH₂Cl₂ / 0 - 20 °C

5: 92 percent / acetone / 20 °C

With copper diacetate; hydrogen; caesium carbonate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In dichloromethane; isopropyl alcohol; acetone;

DOI:10.1016/S0960-894X(03)00302-0

upstream raw materials:

diazodiphenylmethane

2-{[4-(2-acetylamino-2-allyloxycarbonyl-ethyl)-2-ethyl-phenyl]-tert-butoxyoxalyl-amino}-benzoic acid

2-acetylamino-3-(4-amino-3-ethyl-phenyl)-propionic acid

benzyl (2E)-2-(acetylamino)-3-(4-amino-3-ethylphenyl)-2-propenoate

Downstream raw materials:

2-{[4-(2-acetylamino-2-carboxy-ethyl)-2-ethyl-phenyl]-tert-butoxyoxalyl-amino}-benzoic acid benzhydryl ester

2-({4-[2-acetylamino-2-(4-chloro-benzylcarbamoyl)-ethyl]-2-ethyl-phenyl}-tert-butoxyoxalyl-amino)-benzoic acid benzhydryl ester

2-({4-[2-acetylamino-2-(4-methoxy-benzylcarbamoyl)-ethyl]-2-ethyl-phenyl}-tert-butoxyoxalyl-amino)-benzoic acid benzhydryl ester

2-{[4-(2-acetylamino-2-(4-nitro-benzylcarbamoyl)-ethyl]-2-ethyl-phenyl]-tert-butoxyoxalyl-amino}-benzoic Acid Benzhydryl Ester