benzyl 5(S)-<(tert-butyloxycarbonyl)amino>-2-(benzyloxycarbonyl)-6-<4-<<(2,6-dichlorophenyl)methyl>oxy>phenyl>-4-oxohexanoate

Base Information

• Chemical Name: benzyl 5(S)-<(tert-butyloxycarbonyl)amino>-2-(benzyloxycarbonyl)-6-<4-<<(2,6-dichlorophenyl)methyl>oxy>phenyl>-4-oxohexanoate
• CAS No.: 161805-79-4
• Molecular Formula: C₃₉H₃₉Cl₂NO₈
• Molecular Weight: 720.647
• Mol file: 161805-79-4.mol

Synonyms:benzyl 5(S)-<(tert-butyloxycarbonyl)amino>-2-(benzyloxycarbonyl)-6-<4-<<(2,6-dichlorophenyl)methyl>oxy>phenyl>-4-oxohexanoate

Chemical Property of benzyl 5(S)-<(tert-butyloxycarbonyl)amino>-2-(benzyloxycarbonyl)-6-<4-<<(2,6-dichlorophenyl)methyl>oxy>phenyl>-4-oxohexanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 5(S)-<(tert-butyloxycarbonyl)amino>-2-(benzyloxycarbonyl)-6-<4-<<(2,6-dichlorophenyl)methyl>oxy>phenyl>-4-oxohexanoate

There total 1 articles about benzyl 5(S)-<(tert-butyloxycarbonyl)amino>-2-(benzyloxycarbonyl)-6-<4-<<(2,6-dichlorophenyl)methyl>oxy>phenyl>-4-oxohexanoate 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:

N-tert-butoxycarbonyl-O-2,6-dichlorobenzyl-L-tyrosine (40298-71-3,201334-88-5,69541-62-4) → benzyl 5(S)-<(tert-butyloxycarbonyl)amino>-2-(benzyloxycarbonyl)-6-<4-<<(2,6-dichlorophenyl)methyl>oxy>phenyl>-4-oxohexanoate (161805-79-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) isobutyl chloroformate, N-methylmorpholine, 3.) HCl

2: 1.) sodium iodide / 1.) THF, RT, 15 min, 2.) THF, 1 h

With 4-methyl-morpholine; hydrogenchloride; sodium iodide; isobutyl chloroformate;

DOI:10.1021/jm00006a021

Reference yield:

benzyl 5(S)-<(tert-butyloxycarbonyl)amino>-2-(benzyloxycarbonyl)-6-<4-<<(2,6-dichlorophenyl)methyl>oxy>phenyl>-4-oxohexanoate (161805-79-4) → Boc-Tyr(2,6-di-Cl-Bzl)Ψ(COCH2)(R,S)-Phe-OH

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) sodium hydride / 1.) THF, 2.) THF, RT, 5 h

2: 96 percent / hydrogen / 10percent Pd/C / ethyl acetate / 0.5 h / 1551.4 Torr / Ambient temperature

3: 89 percent / xylene / 3 h / Heating

With hydrogen; sodium hydride; palladium on activated charcoal; In ethyl acetate; xylene;

DOI:10.1021/jm00006a021

Reference yield:

benzyl 5(S)-<(tert-butyloxycarbonyl)amino>-2-(benzyloxycarbonyl)-6-<4-<<(2,6-dichlorophenyl)methyl>oxy>phenyl>-4-oxohexanoate (161805-79-4) → 5(S)-<(tert-butyloxycarbonyl)amino>-2-benzyl-2-(carboxy)-6-<4-<<(2,6-dichlorophenyl)methyl>oxy>phenyl>-4-oxohexanoic acid (161805-83-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sodium hydride / 1.) THF, 2.) THF, RT, 5 h

2: 96 percent / hydrogen / 10percent Pd/C / ethyl acetate / 0.5 h / 1551.4 Torr / Ambient temperature

With hydrogen; sodium hydride; palladium on activated charcoal; In ethyl acetate;

DOI:10.1021/jm00006a021

upstream raw materials:

N-tert-butoxycarbonyl-O-2,6-dichlorobenzyl-L-tyrosine

Downstream raw materials:

benzyl 5(S)-<(tert-butyloxycarbonyl)amino>-2-benzyl-2-(benzyloxycarbonyl)-6-<4-<<(2,6-dichlorophenyl)methyl>oxy>phenyl>-4-oxohexanoate

5(S)-<(tert-butyloxycarbonyl)amino>-2-benzyl-2-(carboxy)-6-<4-<<(2,6-dichlorophenyl)methyl>oxy>phenyl>-4-oxohexanoic acid