((S)-7-(4-Benzoyl-phenoxy)-5-{[4-(benzyloxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-6-oxo-heptyl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: ((S)-7-(4-Benzoyl-phenoxy)-5-{[4-(benzyloxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-6-oxo-heptyl)-carbamic acid tert-butyl ester
• CAS No.: 138884-66-9
• Molecular Formula: C₄₁H₅₁N₃O₈
• Molecular Weight: 713.871
• Mol file: 138884-66-9.mol

Synonyms:

Chemical Property of ((S)-7-(4-Benzoyl-phenoxy)-5-{[4-(benzyloxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-6-oxo-heptyl)-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((S)-7-(4-Benzoyl-phenoxy)-5-{[4-(benzyloxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-6-oxo-heptyl)-carbamic acid tert-butyl ester

There total 5 articles about ((S)-7-(4-Benzoyl-phenoxy)-5-{[4-(benzyloxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-6-oxo-heptyl)-carbamic acid tert-butyl 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:

(1r,4r)-4-({[(benzyloxy)carbonyl]amino}methyl)cyclohexane-1-carboxylic acid (27687-12-3) → ((S)-7-(4-Benzoyl-phenoxy)-5-{[4-(benzyloxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-6-oxo-heptyl)-carbamic acid tert-butyl ester (138884-66-9)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂

2: Et₃N / CHCl₃; dimethylformamide / Ambient temperature

With thionyl chloride; triethylamine; In chloroform; N,N-dimethyl-formamide;

DOI:10.1248/cpb.39.2340

Reference yield:

Nα-Cbz-Nε-Boc-lysyl chloromethane (138849-01-1) → ((S)-7-(4-Benzoyl-phenoxy)-5-{[4-(benzyloxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-6-oxo-heptyl)-carbamic acid tert-butyl ester (138884-66-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 70.6 percent / NaI, NaHCO₃ / dimethylformamide / 48 h / 45 °C

2: H₂, 1 N HCl / methanol / catalytic hydrogenation

3: Et₃N / CHCl₃; dimethylformamide / Ambient temperature

With hydrogenchloride; hydrogen; sodium hydrogencarbonate; triethylamine; sodium iodide; In methanol; chloroform; N,N-dimethyl-formamide;

DOI:10.1248/cpb.39.2340

Reference yield:

Z-Lys(Boc)-4-benzoylphenoxymethyl ketone (138849-02-2) → ((S)-7-(4-Benzoyl-phenoxy)-5-{[4-(benzyloxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-6-oxo-heptyl)-carbamic acid tert-butyl ester (138884-66-9)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂, 1 N HCl / methanol / catalytic hydrogenation

2: Et₃N / CHCl₃; dimethylformamide / Ambient temperature

With hydrogenchloride; hydrogen; triethylamine; In methanol; chloroform; N,N-dimethyl-formamide;

DOI:10.1248/cpb.39.2340

upstream raw materials:

trans-4-(N-carbobenzyloxy)aminomethyl-1-cyclohexane carbonyl chloride

H-Lys(Boc)-4-benzoylphenoxymethyl ketone hydrochloride

(1r,4r)-4-({[(benzyloxy)carbonyl]amino}methyl)cyclohexane-1-carboxylic acid

N_α-Cbz-N_ε-Boc-lysyl chloromethane

Downstream raw materials:

(4-{(S)-5-Amino-1-[2-(4-benzoyl-phenoxy)-acetyl]-pentylcarbamoyl}-cyclohexylmethyl)-carbamic acid benzyl ester