Carbonic acid benzyl ester (6S,9R,16S,17S,20R,23S)-7-benzyloxycarbonyloxy-16-(2,2-diethoxy-propionylamino)-17-isopropyl-6,20-dimethyl-2,5,8,15,19,22-hexaoxo-18-oxa-1,4,7,13,14,21,27-heptaaza-tricyclo[21.4.0.0^9,14]heptacosa-12,26-dien-21-yl ester

Base Information

• Chemical Name: Carbonic acid benzyl ester (6S,9R,16S,17S,20R,23S)-7-benzyloxycarbonyloxy-16-(2,2-diethoxy-propionylamino)-17-isopropyl-6,20-dimethyl-2,5,8,15,19,22-hexaoxo-18-oxa-1,4,7,13,14,21,27-heptaaza-tricyclo[21.4.0.0^9,14]heptacosa-12,26-dien-21-yl ester
• CAS No.: 130780-81-3
• Molecular Formula: C₄₇H₆₀N₈O₁₆
• Molecular Weight: 993.037
• Mol file: 130780-81-3.mol

Synonyms:Carbonic acid benzyl ester (6S,9R,16S,17S,20R,23S)-7-benzyloxycarbonyloxy-16-(2,2-diethoxy-propionylamino)-17-isopropyl-6,20-dimethyl-2,5,8,15,19,22-hexaoxo-18-oxa-1,4,7,13,14,21,27-heptaaza-tricyclo[21.4.0.0^9,14]heptacosa-12,26-dien-21-yl ester

Chemical Property of Carbonic acid benzyl ester (6S,9R,16S,17S,20R,23S)-7-benzyloxycarbonyloxy-16-(2,2-diethoxy-propionylamino)-17-isopropyl-6,20-dimethyl-2,5,8,15,19,22-hexaoxo-18-oxa-1,4,7,13,14,21,27-heptaaza-tricyclo[21.4.0.0^9,14]heptacosa-12,26-dien-21-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbonic acid benzyl ester (6S,9R,16S,17S,20R,23S)-7-benzyloxycarbonyloxy-16-(2,2-diethoxy-propionylamino)-17-isopropyl-6,20-dimethyl-2,5,8,15,19,22-hexaoxo-18-oxa-1,4,7,13,14,21,27-heptaaza-tricyclo[21.4.0.0^9,14]heptacosa-12,26-dien-21-yl ester

There total 4 articles about Carbonic acid benzyl ester (6S,9R,16S,17S,20R,23S)-7-benzyloxycarbonyloxy-16-(2,2-diethoxy-propionylamino)-17-isopropyl-6,20-dimethyl-2,5,8,15,19,22-hexaoxo-18-oxa-1,4,7,13,14,21,27-heptaaza-tricyclo[21.4.0.0^9,14]heptacosa-12,26-dien-21-yl 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: 67.0%

Carbonic acid benzyl ester (6S,9R,16S,17S,20R,23S)-7-benzyloxycarbonyloxy-17-isopropyl-6,20-dimethyl-2,5,8,15,19,22-hexaoxo-16-(2-oxo-propionylamino)-18-oxa-1,4,7,13,14,21,27-heptaaza-tricyclo[21.4.0.09,14]heptacosa-12,26-dien-21-yl ester (130780-79-9) + orthoformic acid triethyl ester (122-51-0) → Carbonic acid benzyl ester (6S,9R,16S,17S,20R,23S)-7-benzyloxycarbonyloxy-16-(2,2-diethoxy-propionylamino)-17-isopropyl-6,20-dimethyl-2,5,8,15,19,22-hexaoxo-18-oxa-1,4,7,13,14,21,27-heptaaza-tricyclo[21.4.0.09,14]heptacosa-12,26-dien-21-yl ester (130780-81-3)

Guidance literature:

With Amberlyst 15 resin; at 25 ℃; for 18h;

DOI:10.1016/S0040-4039(00)97713-X

Reference yield:

L156602 (125228-51-5) → Carbonic acid benzyl ester (6S,9R,16S,17S,20R,23S)-7-benzyloxycarbonyloxy-16-(2,2-diethoxy-propionylamino)-17-isopropyl-6,20-dimethyl-2,5,8,15,19,22-hexaoxo-18-oxa-1,4,7,13,14,21,27-heptaaza-tricyclo[21.4.0.09,14]heptacosa-12,26-dien-21-yl ester (130780-81-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / Et₃N / 4-dimethylaminopyridine (DMAP) / CH₂Cl₂

2: 1.) H₅IO₆; 2.) 10percent NaHSO₃ / 1.) THF, 10 deg C, 2 h

3: 67 percent / amberlyst 15 resin / 18 h / 25 °C

With Amberlyst 15 resin; sodium hydrogensulfite; periodic acid; triethylamine; dmap; In dichloromethane;

DOI:10.1016/S0040-4039(00)97713-X

Reference yield:

C46H70N8O15 (130780-75-5) → Carbonic acid benzyl ester (6S,9R,16S,17S,20R,23S)-7-benzyloxycarbonyloxy-16-(2,2-diethoxy-propionylamino)-17-isopropyl-6,20-dimethyl-2,5,8,15,19,22-hexaoxo-18-oxa-1,4,7,13,14,21,27-heptaaza-tricyclo[21.4.0.09,14]heptacosa-12,26-dien-21-yl ester (130780-81-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / H₂ / 5percent Pd/C / 0.25 h / 760 Torr

2: 74 percent / Et₃N / 4-dimethylaminopyridine (DMAP) / CH₂Cl₂

3: 1.) H₅IO₆; 2.) 10percent NaHSO₃ / 1.) THF, 10 deg C, 2 h

4: 67 percent / amberlyst 15 resin / 18 h / 25 °C

With Amberlyst 15 resin; hydrogen; sodium hydrogensulfite; periodic acid; triethylamine; dmap; palladium on activated charcoal; In dichloromethane;

DOI:10.1016/S0040-4039(00)97713-X

upstream raw materials:

Carbonic acid benzyl ester (6S,9R,16S,17S,20R,23S)-7-benzyloxycarbonyloxy-17-isopropyl-6,20-dimethyl-2,5,8,15,19,22-hexaoxo-16-(2-oxo-propionylamino)-18-oxa-1,4,7,13,14,21,27-heptaaza-tricyclo[21.4.0.0^9,14]heptacosa-12,26-dien-21-yl ester

orthoformic acid triethyl ester

L₁₅₆₆₀₂

C₄₆H₇₀N₈O₁₅

Downstream raw materials:

Carbonic acid benzyl ester (6S,9R,16S,17S,20R,23S)-7-benzyloxycarbonyloxy-16-(2,2-diethoxy-propionylamino)-17-isopropyl-6,20-dimethyl-2,5,8,15,19,22-hexaoxo-18-oxa-1,4,7,13,14,21,27-heptaaza-tricyclo[21.4.0.0^9,14]heptacos-21-yl ester