(E)-(R)-5-Benzyloxy-4-tert-butoxycarbonylamino-pent-2-enoic acid methyl ester

Base Information

• Chemical Name: (E)-(R)-5-Benzyloxy-4-tert-butoxycarbonylamino-pent-2-enoic acid methyl ester
• CAS No.: 228864-26-4
• Molecular Formula: C₁₈H₂₅NO₅
• Molecular Weight: 335.4
• Mol file: 228864-26-4.mol

Synonyms:(E)-(R)-5-Benzyloxy-4-tert-butoxycarbonylamino-pent-2-enoic acid methyl ester

Chemical Property of (E)-(R)-5-Benzyloxy-4-tert-butoxycarbonylamino-pent-2-enoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(R)-5-Benzyloxy-4-tert-butoxycarbonylamino-pent-2-enoic acid methyl ester

There total 2 articles about (E)-(R)-5-Benzyloxy-4-tert-butoxycarbonylamino-pent-2-enoic 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:

methyl O-benzyl-N-(tert-butoxycarbonyl)-L-serinate (80963-10-6) → (E)-(R)-5-Benzyloxy-4-tert-butoxycarbonylamino-pent-2-enoic acid methyl ester (228864-26-4)

Guidance literature:

Multi-step reaction with 2 steps

1: DIBAL-H / toluene / -78 °C

2: toluene / Ambient temperature

With diisobutylaluminium hydride; In toluene;

DOI:10.3987/com-98-8163

Reference yield:

(S)-2-(t-butoxycarbonylamino)-3-phenylmetoxy-1-propanal (79069-54-8) + methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) → (E)-(R)-5-Benzyloxy-4-tert-butoxycarbonylamino-pent-2-enoic acid methyl ester (228864-26-4)

Guidance literature:

In toluene; Ambient temperature;

DOI:10.3987/com-98-8163

Reference yield: 94.0%

(E)-(R)-5-Benzyloxy-4-tert-butoxycarbonylamino-pent-2-enoic acid methyl ester (228864-26-4) → (R)-Methyl 5-benzyloxy-4-<(tert-butoxycarbonyl)amino>pentanoate

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 0.833333h; Ambient temperature;

DOI:10.1055/s-1999-3471

upstream raw materials:

(S)-2-(t-butoxycarbonylamino)-3-phenylmetoxy-1-propanal

methyl (triphenylphosphoranylidene)acetate

methyl O-benzyl-N-(tert-butoxycarbonyl)-L-serinate

Downstream raw materials:

(E)-(R)-5-Benzyloxy-4-[3-(2-iodo-phenyl)-ureido]-pent-2-enoic acid methyl ester