(9S,11R)-11-(tert-butyldiphenylsilyloxymethyl)-9-ethyl-9-hydroxy-7-(2-nitrobenzenesulfonyl)-6,7,8,9,10,11,12,13-octahydro-5H-7,14-diazacycloundeca[a]indene-13,14-dicarboxylic ester 14-tert-butyl 13-methyl ester

Base Information

Chemical Name:(9S,11R)-11-(tert-butyldiphenylsilyloxymethyl)-9-ethyl-9-hydroxy-7-(2-nitrobenzenesulfonyl)-6,7,8,9,10,11,12,13-octahydro-5H-7,14-diazacycloundeca[a]indene-13,14-dicarboxylic ester 14-tert-butyl 13-methyl ester
CAS No.:410071-96-4
Molecular Formula:C₄₈H₅₉N₃O₁₀SSi
Molecular Weight:898.162
Hs Code.:

(9S,11R)-11-(tert-butyldiphenylsilyloxymethyl)-9-ethyl-9-hydroxy-7-(2-nitrobenzenesulfonyl)-6,7,8,9,10,11,12,13-octahydro-5H-7,14-diazacycloundeca[a]indene-13,14-dicarboxylic ester 14-tert-butyl 13-methyl ester

Synonyms:(9S,11R)-11-(tert-butyldiphenylsilyloxymethyl)-9-ethyl-9-hydroxy-7-(2-nitrobenzenesulfonyl)-6,7,8,9,10,11,12,13-octahydro-5H-7,14-diazacycloundeca[a]indene-13,14-dicarboxylic ester 14-tert-butyl 13-methyl ester

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Chemical Property of (9S,11R)-11-(tert-butyldiphenylsilyloxymethyl)-9-ethyl-9-hydroxy-7-(2-nitrobenzenesulfonyl)-6,7,8,9,10,11,12,13-octahydro-5H-7,14-diazacycloundeca[a]indene-13,14-dicarboxylic ester 14-tert-butyl 13-methyl ester

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Technology Process of (9S,11R)-11-(tert-butyldiphenylsilyloxymethyl)-9-ethyl-9-hydroxy-7-(2-nitrobenzenesulfonyl)-6,7,8,9,10,11,12,13-octahydro-5H-7,14-diazacycloundeca[a]indene-13,14-dicarboxylic ester 14-tert-butyl 13-methyl ester

There total 5 articles about (9S,11R)-11-(tert-butyldiphenylsilyloxymethyl)-9-ethyl-9-hydroxy-7-(2-nitrobenzenesulfonyl)-6,7,8,9,10,11,12,13-octahydro-5H-7,14-diazacycloundeca[a]indene-13,14-dicarboxylic ester 14-tert-butyl 13-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: 81.5%

: 410071-95-3
2-[(3R)-3-(tert-butyldiphenylsilyloxymethyl)-4-[(S)-2-ethyloxiran-2-yl]-1-(methoxycarbonyl)butyl]-3-[2-(2-nitrobenzenesulfonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester

: 410071-96-4
(9S,11R)-11-(tert-butyldiphenylsilyloxymethyl)-9-ethyl-9-hydroxy-7-(2-nitrobenzenesulfonyl)-6,7,8,9,10,11,12,13-octahydro-5H-7,14-diazacycloundeca[a]indene-13,14-dicarboxylic ester 14-tert-butyl 13-methyl ester

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 90 ℃; for 22h;
DOI:10.1021/ja0177049

Reference yield:

: (+)-2-[(3R,5S)-3-(tert-butyldiphenylsilyloxymethyl)-5-hydroxy-5-(hydroxymethyl)-1-(methoxycarbonyl)heptyl]-3-(2-hydroxyethyl)indole-1-carboxylic acid tert-butyl ester

: 410071-96-4
(9S,11R)-11-(tert-butyldiphenylsilyloxymethyl)-9-ethyl-9-hydroxy-7-(2-nitrobenzenesulfonyl)-6,7,8,9,10,11,12,13-octahydro-5H-7,14-diazacycloundeca[a]indene-13,14-dicarboxylic ester 14-tert-butyl 13-methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 84.3 percent / Bu₂SnO; Et₃N / CH₂Cl₂ / 15 h / 20 °C

2: 90 percent / NaHCO₃ / dimethylformamide / 3 h / 80 °C

3: 88.3 percent / DEAD; Ph₃P / toluene / 0.67 h / 20 °C

4: 81.5 percent / K₂CO₃ / dimethylformamide / 22 h / 90 °C

With di(n-butyl)tin oxide; sodium hydrogencarbonate; potassium carbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In dichloromethane; N,N-dimethyl-formamide; toluene; 3: Mitsunobu reaction;
DOI:10.1021/ja0177049

Reference yield:

: 5455-59-4
2-Nitrobenzenesulfonamide

: 410071-96-4
(9S,11R)-11-(tert-butyldiphenylsilyloxymethyl)-9-ethyl-9-hydroxy-7-(2-nitrobenzenesulfonyl)-6,7,8,9,10,11,12,13-octahydro-5H-7,14-diazacycloundeca[a]indene-13,14-dicarboxylic ester 14-tert-butyl 13-methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 88.3 percent / DEAD; Ph₃P / toluene / 0.67 h / 20 °C

2: 81.5 percent / K₂CO₃ / dimethylformamide / 22 h / 90 °C

With potassium carbonate; triphenylphosphine; diethylazodicarboxylate; In N,N-dimethyl-formamide; toluene; 1: Mitsunobu reaction;
DOI:10.1021/ja0177049