(2S,6S)-2-Benzyloxycarbonylamino-6-(benzyloxycarbonylmethyl-carbamoyl)-6-{(S)-4-benzyloxycarbonyl-4-[(R)-2-((2R,3R,4R,5S)-2,3,4,5,6-pentaacetoxy-hexanoylamino)-propionylamino]-butyrylamino}-hexanoic acid ethyl ester

Base Information

• Chemical Name: (2S,6S)-2-Benzyloxycarbonylamino-6-(benzyloxycarbonylmethyl-carbamoyl)-6-{(S)-4-benzyloxycarbonyl-4-[(R)-2-((2R,3R,4R,5S)-2,3,4,5,6-pentaacetoxy-hexanoylamino)-propionylamino]-butyrylamino}-hexanoic acid ethyl ester
• CAS No.: 96935-50-1
• Molecular Formula: C₅₇H₇₁N₅O₂₂
• Molecular Weight: 1178.21
• Mol file: 96935-50-1.mol

Synonyms:(2S,6S)-2-Benzyloxycarbonylamino-6-(benzyloxycarbonylmethyl-carbamoyl)-6-{(S)-4-benzyloxycarbonyl-4-[(R)-2-((2R,3R,4R,5S)-2,3,4,5,6-pentaacetoxy-hexanoylamino)-propionylamino]-butyrylamino}-hexanoic acid ethyl ester

Chemical Property of (2S,6S)-2-Benzyloxycarbonylamino-6-(benzyloxycarbonylmethyl-carbamoyl)-6-{(S)-4-benzyloxycarbonyl-4-[(R)-2-((2R,3R,4R,5S)-2,3,4,5,6-pentaacetoxy-hexanoylamino)-propionylamino]-butyrylamino}-hexanoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,6S)-2-Benzyloxycarbonylamino-6-(benzyloxycarbonylmethyl-carbamoyl)-6-{(S)-4-benzyloxycarbonyl-4-[(R)-2-((2R,3R,4R,5S)-2,3,4,5,6-pentaacetoxy-hexanoylamino)-propionylamino]-butyrylamino}-hexanoic acid ethyl ester

There total 6 articles about (2S,6S)-2-Benzyloxycarbonylamino-6-(benzyloxycarbonylmethyl-carbamoyl)-6-{(S)-4-benzyloxycarbonyl-4-[(R)-2-((2R,3R,4R,5S)-2,3,4,5,6-pentaacetoxy-hexanoylamino)-propionylamino]-butyrylamino}-hexanoic acid ethyl 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: 87.0%

(2S,6S)-6-[(S)-4-((R)-2-Amino-propionylamino)-4-benzyloxycarbonyl-butyrylamino]-2-benzyloxycarbonylamino-6-(benzyloxycarbonylmethyl-carbamoyl)-hexanoic acid ethyl ester (96922-05-3) + O-pentaacetylgluconic acid (15909-79-2,17430-71-6,93301-74-7,143326-76-5) → (2S,6S)-2-Benzyloxycarbonylamino-6-(benzyloxycarbonylmethyl-carbamoyl)-6-{(S)-4-benzyloxycarbonyl-4-[(R)-2-((2R,3R,4R,5S)-2,3,4,5,6-pentaacetoxy-hexanoylamino)-propionylamino]-butyrylamino}-hexanoic acid ethyl ester (96935-50-1)

Guidance literature:

With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; In acetonitrile; Ambient temperature;

DOI:10.1248/cpb.33.889

Reference yield:

2-Benzyloxycarbonylamino-5-(2,5-dioxo-oxazolidin-4-yl)-pentanoic acid ethyl ester (82876-54-8) → (2S,6S)-2-Benzyloxycarbonylamino-6-(benzyloxycarbonylmethyl-carbamoyl)-6-{(S)-4-benzyloxycarbonyl-4-[(R)-2-((2R,3R,4R,5S)-2,3,4,5,6-pentaacetoxy-hexanoylamino)-propionylamino]-butyrylamino}-hexanoic acid ethyl ester (96935-50-1)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂ / -20 - -10 °C

2: 77 percent / N-hydroxysuccinimide / acetonitrile / Ambient temperature

3: TFA / 0.5 h / Ambient temperature

4: 87 percent / N-hydroxysuccinimide/DCC / acetonitrile / Ambient temperature

With 1-hydroxy-pyrrolidine-2,5-dione; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; acetonitrile;

DOI:10.1248/cpb.33.889

Reference yield:

2,6-Bis-benzyloxycarbonylamino-heptanedioic acid monoethyl ester (82876-06-0) → (2S,6S)-2-Benzyloxycarbonylamino-6-(benzyloxycarbonylmethyl-carbamoyl)-6-{(S)-4-benzyloxycarbonyl-4-[(R)-2-((2R,3R,4R,5S)-2,3,4,5,6-pentaacetoxy-hexanoylamino)-propionylamino]-butyrylamino}-hexanoic acid ethyl ester (96935-50-1)

Guidance literature:

Multi-step reaction with 5 steps

1: SOCl₂ / CH₂Cl₂

2: Et₃N / CH₂Cl₂ / -20 - -10 °C

3: 77 percent / N-hydroxysuccinimide / acetonitrile / Ambient temperature

4: TFA / 0.5 h / Ambient temperature

5: 87 percent / N-hydroxysuccinimide/DCC / acetonitrile / Ambient temperature

With 1-hydroxy-pyrrolidine-2,5-dione; thionyl chloride; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; acetonitrile;

DOI:10.1248/cpb.33.889

upstream raw materials:

(2S,6S)-6-[(S)-4-((R)-2-Amino-propionylamino)-4-benzyloxycarbonyl-butyrylamino]-2-benzyloxycarbonylamino-6-(benzyloxycarbonylmethyl-carbamoyl)-hexanoic acid ethyl ester

O-pentaacetylgluconic acid

2-Benzyloxycarbonylamino-5-(2,5-dioxo-oxazolidin-4-yl)-pentanoic acid ethyl ester

2,6-Bis-benzyloxycarbonylamino-6-hydrazinocarbonyl-hexanoic acid