(1S,4R,6S,7Z,14S,18S)-14-cyclopentyloxycarbonylamino-18-(4-nitro-benzoyloxy)-2,15-dioxo-3,16-diaza-tricyclo[14.3.0.0^4,6]nonadec-7-ene-4-carboxylic acid methyl ester

Base Information

• Chemical Name: (1S,4R,6S,7Z,14S,18S)-14-cyclopentyloxycarbonylamino-18-(4-nitro-benzoyloxy)-2,15-dioxo-3,16-diaza-tricyclo[14.3.0.0^4,6]nonadec-7-ene-4-carboxylic acid methyl ester
• CAS No.: 912291-95-3
• Molecular Formula: C₃₂H₄₀N₄O₁₀
• Molecular Weight: 640.69
• Mol file: 912291-95-3.mol

Synonyms:(1S,4R,6S,7Z,14S,18S)-14-cyclopentyloxycarbonylamino-18-(4-nitro-benzoyloxy)-2,15-dioxo-3,16-diaza-tricyclo[14.3.0.0^4,6]nonadec-7-ene-4-carboxylic acid methyl ester

Chemical Property of (1S,4R,6S,7Z,14S,18S)-14-cyclopentyloxycarbonylamino-18-(4-nitro-benzoyloxy)-2,15-dioxo-3,16-diaza-tricyclo[14.3.0.0^4,6]nonadec-7-ene-4-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,4R,6S,7Z,14S,18S)-14-cyclopentyloxycarbonylamino-18-(4-nitro-benzoyloxy)-2,15-dioxo-3,16-diaza-tricyclo[14.3.0.0^4,6]nonadec-7-ene-4-carboxylic acid methyl ester

There total 10 articles about (1S,4R,6S,7Z,14S,18S)-14-cyclopentyloxycarbonylamino-18-(4-nitro-benzoyloxy)-2,15-dioxo-3,16-diaza-tricyclo[14.3.0.0^4,6]nonadec-7-ene-4-carboxylic 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: 95.0%

C37H48N4O12 (928760-42-3) → (1S,4R,6S,7Z,14S,18S)-14-cyclopentyloxycarbonylamino-18-(4-nitro-benzoyloxy)-2,15-dioxo-3,16-diaza-tricyclo[14.3.0.04,6]nonadec-7-ene-4-carboxylic acid methyl ester (912291-95-3)

Guidance literature:

With benzenesulfonic acid; In toluene; at 75 ℃; for 2h;

DOI:10.1021/ol800183x

Reference yield: 27.0%

4-nitro-benzoic acid 1-(2-cyclopentyloxycarbonylamino-non-8-enoyl)-5-(1-methoxycarbonyl-2-vinylcyclopropylcarbamoyl)-pyrrolidin-3-yl ester (912291-94-2) → (1S,4R,6S,7Z,14S,18S)-14-cyclopentyloxycarbonylamino-18-(4-nitro-benzoyloxy)-2,15-dioxo-3,16-diaza-tricyclo[14.3.0.04,6]nonadec-7-ene-4-carboxylic acid methyl ester (912291-95-3) + (1S,4R,6S,7Z,14S,18S)-14-cyclopentyloxycarbonylamino-18-(4-nitro-benzoyloxy)-2,15-dioxo-3,16-diaza-tricyclo[14.3.0.04,6]nonadec-7-ene-4-carboxylic acid methyl ester + 4-Nitro-benzoic acid (3S,5S)-1-((S)-2-cyclopentyloxycarbonylamino-non-8-enoyl)-5-((1R,2R)-1-methoxycarbonyl-2-vinyl-cyclopropylcarbamoyl)-pyrrolidin-3-yl ester (912291-98-6)

Guidance literature:

With tricyclohexylphosphine; dichloro(o-isporopoxyphenylmethylene)(triphenylphosphine)ruthenium(II); In toluene; at 60 ℃;

DOI:10.1021/jo060285j

Reference yield:

4-nitro-benzoic acid 1-(2-cyclopentyloxycarbonylamino-non-8-enoyl)-5-(1-methoxycarbonyl-2-vinylcyclopropylcarbamoyl)-pyrrolidin-3-yl ester (912291-94-2) → (1S,4R,6S,7Z,14S,18S)-14-cyclopentyloxycarbonylamino-18-(4-nitro-benzoyloxy)-2,15-dioxo-3,16-diaza-tricyclo[14.3.0.04,6]nonadec-7-ene-4-carboxylic acid methyl ester (912291-95-3)

Guidance literature:

dichloro(o-isporopoxyphenylmethylene)(triphenylphosphine)ruthenium(II); In dichloromethane; at 40 ℃; for 24h;

DOI:10.1021/jo060285j

upstream raw materials:

4-nitro-benzoic acid 1-(2-cyclopentyloxycarbonylamino-non-8-enoyl)-5-(1-methoxycarbonyl-2-vinylcyclopropylcarbamoyl)-pyrrolidin-3-yl ester

(S)-2-cyclopentyloxycarbonyl-amino-8-nonenoic acid

(2S,4S)-2-((1R,2S)-1-Methoxycarbonyl-2-vinyl-cyclopropylcarbamoyl)-4-(4-nitro-benzoyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Downstream raw materials:

ciluprevir

(1S,4R,6S,7Z,14S,18S)-18-(4-bromo-benzenesulfonyloxy)-14-cyclopentyloxycarbonylamino-2,15-dioxo-3,16-diaza-tricyclo[14.3.0.0^4,6]nonadec-7-ene-4-carboxylic acid methyl ester