((1R,4S,7R,11S,14R,17S,20R,24S)-20-Benzyloxycarbonylamino-11,24-diisopropyl-4,17-dimethyl-3,6,10,13,16,19,23,26-octaoxo-9,22-dioxa-28,30-dithia-2,5,12,15,18,25-hexaaza-bicyclo[12.12.5]hentriacont-7-yl)-carbamic acid benzyl ester

Base Information

• Chemical Name: ((1R,4S,7R,11S,14R,17S,20R,24S)-20-Benzyloxycarbonylamino-11,24-diisopropyl-4,17-dimethyl-3,6,10,13,16,19,23,26-octaoxo-9,22-dioxa-28,30-dithia-2,5,12,15,18,25-hexaaza-bicyclo[12.12.5]hentriacont-7-yl)-carbamic acid benzyl ester
• CAS No.: 676591-44-9
• Molecular Formula: C₄₅H₆₀N₈O₁₄S₂
• Molecular Weight: 1001.15
• Mol file: 676591-44-9.mol

Synonyms:

Chemical Property of ((1R,4S,7R,11S,14R,17S,20R,24S)-20-Benzyloxycarbonylamino-11,24-diisopropyl-4,17-dimethyl-3,6,10,13,16,19,23,26-octaoxo-9,22-dioxa-28,30-dithia-2,5,12,15,18,25-hexaaza-bicyclo[12.12.5]hentriacont-7-yl)-carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((1R,4S,7R,11S,14R,17S,20R,24S)-20-Benzyloxycarbonylamino-11,24-diisopropyl-4,17-dimethyl-3,6,10,13,16,19,23,26-octaoxo-9,22-dioxa-28,30-dithia-2,5,12,15,18,25-hexaaza-bicyclo[12.12.5]hentriacont-7-yl)-carbamic acid benzyl ester

There total 5 articles about ((1R,4S,7R,11S,14R,17S,20R,24S)-20-Benzyloxycarbonylamino-11,24-diisopropyl-4,17-dimethyl-3,6,10,13,16,19,23,26-octaoxo-9,22-dioxa-28,30-dithia-2,5,12,15,18,25-hexaaza-bicyclo[12.12.5]hentriacont-7-yl)-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: 87.0%

dichloromethane (75-09-2) + ((3S,6R,9S,12R,16S,19R,22S,25R)-25-Benzyloxycarbonylamino-3,16-diisopropyl-6,19-bis-mercaptomethyl-9,22-dimethyl-2,5,8,11,15,18,21,24-octaoxo-1,14-dioxa-4,7,10,17,20,23-hexaaza-cyclohexacos-12-yl)-carbamic acid benzyl ester (676591-42-7) → ((1R,4S,7R,11S,14R,17S,20R,24S)-20-Benzyloxycarbonylamino-11,24-diisopropyl-4,17-dimethyl-3,6,10,13,16,19,23,26-octaoxo-9,22-dioxa-28,30-dithia-2,5,12,15,18,25-hexaaza-bicyclo[12.12.5]hentriacont-7-yl)-carbamic acid benzyl ester (676591-44-9)

Guidance literature:

With tetrabutyl ammonium fluoride;

DOI:10.1016/j.bmcl.2003.09.086

Reference yield:

(N-benzyloxycarbonyl-D-seryl-L-alanyl-L-cysteinyl-L-valine)2(serine hydroxyl)dilactone disulfide (63520-00-3) → ((1R,4S,7R,11S,14R,17S,20R,24S)-20-Benzyloxycarbonylamino-11,24-diisopropyl-4,17-dimethyl-3,6,10,13,16,19,23,26-octaoxo-9,22-dioxa-28,30-dithia-2,5,12,15,18,25-hexaaza-bicyclo[12.12.5]hentriacont-7-yl)-carbamic acid benzyl ester (676591-44-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / NaSeH / ethanol / 0 °C

2: 87 percent / tetrabutylammonium fluoride hydrate

With sodium hydrogen selenide; tetrabutyl ammonium fluoride; In ethanol;

DOI:10.1016/j.bmcl.2003.09.086

Reference yield:

C49H68N8O17S2 (713122-07-7) → ((1R,4S,7R,11S,14R,17S,20R,24S)-20-Benzyloxycarbonylamino-11,24-diisopropyl-4,17-dimethyl-3,6,10,13,16,19,23,26-octaoxo-9,22-dioxa-28,30-dithia-2,5,12,15,18,25-hexaaza-bicyclo[12.12.5]hentriacont-7-yl)-carbamic acid benzyl ester (676591-44-9)

Guidance literature:

Multi-step reaction with 4 steps

1: CF₃CO₂H

2: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl; N-hydroxybenzotriazole / CH₂Cl₂ / 24 h / 0 °C

3: 85 percent / NaSeH / ethanol / 0 °C

4: 87 percent / tetrabutylammonium fluoride hydrate

With sodium hydrogen selenide; tetrabutyl ammonium fluoride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In ethanol; dichloromethane;

DOI:10.1016/j.bmcl.2003.09.086

upstream raw materials:

dichloromethane

((3S,6R,9S,12R,16S,19R,22S,25R)-25-Benzyloxycarbonylamino-3,16-diisopropyl-6,19-bis-mercaptomethyl-9,22-dimethyl-2,5,8,11,15,18,21,24-octaoxo-1,14-dioxa-4,7,10,17,20,23-hexaaza-cyclohexacos-12-yl)-carbamic acid benzyl ester

(N-benzyloxycarbonyl-D-seryl-L-alanyl-L-cysteinyl-L-valine)2(serine hydroxyl)dilactone disulfide

C₄₉H₆₈N₈O₁₇S₂