N-tert-butyloxycarbonyl-D-[p-(benzyloxy)phenyl]glycine-L-serine-D-[p-(benzyloxy)phenyl]glycine benzyl ester

Base Information

• Chemical Name: N-tert-butyloxycarbonyl-D-[p-(benzyloxy)phenyl]glycine-L-serine-D-[p-(benzyloxy)phenyl]glycine benzyl ester
• CAS No.: 1443793-03-0
• Molecular Formula: C₄₅H₄₇N₃O₉
• Molecular Weight: 773.883
• Mol file: 1443793-03-0.mol

Synonyms:N-tert-butyloxycarbonyl-D-[p-(benzyloxy)phenyl]glycine-L-serine-D-[p-(benzyloxy)phenyl]glycine benzyl ester

Chemical Property of N-tert-butyloxycarbonyl-D-[p-(benzyloxy)phenyl]glycine-L-serine-D-[p-(benzyloxy)phenyl]glycine benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-tert-butyloxycarbonyl-D-[p-(benzyloxy)phenyl]glycine-L-serine-D-[p-(benzyloxy)phenyl]glycine benzyl ester

There total 3 articles about N-tert-butyloxycarbonyl-D-[p-(benzyloxy)phenyl]glycine-L-serine-D-[p-(benzyloxy)phenyl]glycine benzyl 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: 72.0%

C25H26N2O5 + (R)-(4-benzyloxyphenyl)(tert-butoxycarbonylamino)acetic acid (127526-64-1) → N-tert-butyloxycarbonyl-D-[p-(benzyloxy)phenyl]glycine-L-serine-D-[p-(benzyloxy)phenyl]glycine benzyl ester (1443793-03-0)

Guidance literature:

(R)-(4-benzyloxyphenyl)(tert-butoxycarbonylamino)acetic acid; With (benzotriazol-1-yloxy)tripyrrolodinophosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 ℃; for 0.0166667h;

C₂₅H₂₆N₂O₅; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 3h;

DOI:10.1021/jo4007893

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → N-tert-butyloxycarbonyl-D-[p-(benzyloxy)phenyl]glycine-L-serine-D-[p-(benzyloxy)phenyl]glycine benzyl ester (1443793-03-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / water; tetrahydrofuran / 12 h / 20 °C

2.1: N-ethyl-N,N-diisopropylamine; (benzotriazol-1-yloxy)tripyrrolodinophosphonium hexafluorophosphate / N,N-dimethyl-formamide / 0.02 h / 0 °C

2.2: 3 h / 0 - 20 °C

With (benzotriazol-1-yloxy)tripyrrolodinophosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/jo4007893

Reference yield:

D-2-[p-(benzyloxy)phenyl]glycine (69489-40-3) → N-tert-butyloxycarbonyl-D-[p-(benzyloxy)phenyl]glycine-L-serine-D-[p-(benzyloxy)phenyl]glycine benzyl ester (1443793-03-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / water; tetrahydrofuran / 12 h / 20 °C

2.1: N-ethyl-N,N-diisopropylamine; (benzotriazol-1-yloxy)tripyrrolodinophosphonium hexafluorophosphate / N,N-dimethyl-formamide / 0.02 h / 0 °C

2.2: 3 h / 0 - 20 °C

With (benzotriazol-1-yloxy)tripyrrolodinophosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/jo4007893

upstream raw materials:

(R)-(4-benzyloxyphenyl)(tert-butoxycarbonylamino)acetic acid

di-tert-butyl dicarbonate

D-2-[p-(benzyloxy)phenyl]glycine

Downstream raw materials:

N-(tert-butyloxycarbonyl)-L-acetylserine-D-[p-(benzyloxy)phenyl]glycine benzyl ester

D-(p-hydroxyphenyl)glycine-L-serine-D-(p-hydroxyphenyl)glycylpantetheine trifluoroacetate

D-(p-hydroxyphenyl)glycine-L-acetylserine-D-(p-hydroxyphenyl)glycylpantetheine trifluoroacetate

N-(tert-butyloxycarbonyl)-D-[p-(benzyloxy)phenyl]glycine-L-tertbutylphosphoserine-D-[p-(benzyloxy)phenyl]glycine benzyl ester