((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

Base Information

• Chemical Name: ((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
• CAS No.: 119155-11-2
• Molecular Formula: C₅₅H₈₀N₁₀O₁₃
• Molecular Weight: 1089.3
• Mol file: 119155-11-2.mol

Synonyms:((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

Chemical Property of ((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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((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

There total 6 articles about ((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 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: 90.0%

(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 (119155-25-8) → ((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:

With hydrazine hydrate; In methanol; N,N-dimethyl-formamide; for 24h; Ambient temperature;

DOI:10.1248/cpb.36.2506

Reference yield:

Boc-Lys(Z)-OSu (34404-36-9) → ((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 5 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

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

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

5: 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

Reference yield:

(S)-Leu-OMe (2666-93-5) → ((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 5 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

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

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

5: 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:

(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

Boc-Lys(Z)-OSu

(S)-Leu-OMe

Boc-Lys(εZ)-Leu-OMe