(S)-2-[(S)-6-Benzyloxycarbonylamino-2-((S)-2-tert-butoxycarbonylamino-4-carbamoyl-butyrylamino)-hexanoylamino]-4-methyl-pentanoic acid methyl ester

Base Information

• Chemical Name: (S)-2-[(S)-6-Benzyloxycarbonylamino-2-((S)-2-tert-butoxycarbonylamino-4-carbamoyl-butyrylamino)-hexanoylamino]-4-methyl-pentanoic acid methyl ester
• CAS No.: 119155-23-6
• Molecular Formula: C₃₁H₄₉N₅O₉
• Molecular Weight: 635.758
• Mol file: 119155-23-6.mol

Synonyms:

Chemical Property of (S)-2-[(S)-6-Benzyloxycarbonylamino-2-((S)-2-tert-butoxycarbonylamino-4-carbamoyl-butyrylamino)-hexanoylamino]-4-methyl-pentanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[(S)-6-Benzyloxycarbonylamino-2-((S)-2-tert-butoxycarbonylamino-4-carbamoyl-butyrylamino)-hexanoylamino]-4-methyl-pentanoic acid methyl ester

There total 2 articles about (S)-2-[(S)-6-Benzyloxycarbonylamino-2-((S)-2-tert-butoxycarbonylamino-4-carbamoyl-butyrylamino)-hexanoylamino]-4-methyl-pentanoic 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:

Boc-Lys(Z)-OSu (34404-36-9) → (S)-2-[(S)-6-Benzyloxycarbonylamino-2-((S)-2-tert-butoxycarbonylamino-4-carbamoyl-butyrylamino)-hexanoylamino]-4-methyl-pentanoic acid methyl ester (119155-23-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / N-methylmorpholine / dimethylformamide / 5 h / Ambient temperature

2: 1.) TFA, anisole; 2.) N-methylmorpholine / 1.) 40 min; 2.) DMF, room temperature, 8 h

With 4-methyl-morpholine; methoxybenzene; trifluoroacetic acid; In N,N-dimethyl-formamide;

DOI:10.1248/cpb.36.2506

Reference yield:

(S)-Leu-OMe (2666-93-5) → (S)-2-[(S)-6-Benzyloxycarbonylamino-2-((S)-2-tert-butoxycarbonylamino-4-carbamoyl-butyrylamino)-hexanoylamino]-4-methyl-pentanoic acid methyl ester (119155-23-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / N-methylmorpholine / dimethylformamide / 5 h / Ambient temperature

2: 1.) TFA, anisole; 2.) N-methylmorpholine / 1.) 40 min; 2.) DMF, room temperature, 8 h

With 4-methyl-morpholine; methoxybenzene; trifluoroacetic acid; In N,N-dimethyl-formamide;

DOI:10.1248/cpb.36.2506

Reference yield:

(S)-2-[(S)-6-Benzyloxycarbonylamino-2-((S)-2-tert-butoxycarbonylamino-4-carbamoyl-butyrylamino)-hexanoylamino]-4-methyl-pentanoic acid methyl ester (119155-23-6) → ((S)-5-((2S,3R)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyrylamino)-5-{(S)-1-[(S)-5-benzyloxycarbonylamino-1-((S)-1-hydrazinocarbonyl-3-methyl-butylcarbamoyl)-pentylcarbamoyl]-3-carbamoyl-propylcarbamoyl}-pentyl)-carbamic acid benzyl ester (119155-11-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) TFA, anisole; 2.) N-methylmorpholine / 1.) 40 min; 2.) DMF, room temperature, 5 h

2: 1.) TFA, anisole; 2.) N-methylmorpholine / 1.) 40 min; 2.) DMF, room temperature, 5 h

3: 90 percent / hydrazine hydrate / dimethylformamide; methanol / 24 h / Ambient temperature

With 4-methyl-morpholine; hydrazine hydrate; methoxybenzene; trifluoroacetic acid; In methanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.36.2506

upstream raw materials:

Boc-Lys(Z)-OSu

(S)-Leu-OMe

Downstream raw materials:

(S)-2-{(S)-6-Benzyloxycarbonylamino-2-[(S)-2-((S)-6-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-4-carbamoyl-butyrylamino]-hexanoylamino}-4-methyl-pentanoic acid methyl ester

(S)-2-((S)-2-{(S)-2-[(S)-2-((2S,3R)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyrylamino)-6-benzyloxycarbonylamino-hexanoylamino]-4-carbamoyl-butyrylamino}-6-benzyloxycarbonylamino-hexanoylamino)-4-methyl-pentanoic acid methyl ester

((S)-5-((2S,3R)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyrylamino)-5-{(S)-1-[(S)-5-benzyloxycarbonylamino-1-((S)-1-hydrazinocarbonyl-3-methyl-butylcarbamoyl)-pentylcarbamoyl]-3-carbamoyl-propylcarbamoyl}-pentyl)-carbamic acid benzyl ester