trifluoro-methanesulfonic acid 1-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxy)-7,10-dimethoxy-1,4a,6a,11b-tetramethyl-2,3,4,4a,4b,5,6,6a,11,11a,11b,12,13,13a-tetradecahydro-1H-indeno[2,1-a]phenanthren-9-yl ester

Base Information

• Chemical Name: trifluoro-methanesulfonic acid 1-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxy)-7,10-dimethoxy-1,4a,6a,11b-tetramethyl-2,3,4,4a,4b,5,6,6a,11,11a,11b,12,13,13a-tetradecahydro-1H-indeno[2,1-a]phenanthren-9-yl ester
• CAS No.: 259183-98-7
• Molecular Formula: C₄₂H₆₁F₃O₇SSi
• Molecular Weight: 795.089

Synonyms:trifluoro-methanesulfonic acid 1-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxy)-7,10-dimethoxy-1,4a,6a,11b-tetramethyl-2,3,4,4a,4b,5,6,6a,11,11a,11b,12,13,13a-tetradecahydro-1H-indeno[2,1-a]phenanthren-9-yl ester

Chemical Property of trifluoro-methanesulfonic acid 1-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxy)-7,10-dimethoxy-1,4a,6a,11b-tetramethyl-2,3,4,4a,4b,5,6,6a,11,11a,11b,12,13,13a-tetradecahydro-1H-indeno[2,1-a]phenanthren-9-yl ester

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Technology Process of trifluoro-methanesulfonic acid 1-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxy)-7,10-dimethoxy-1,4a,6a,11b-tetramethyl-2,3,4,4a,4b,5,6,6a,11,11a,11b,12,13,13a-tetradecahydro-1H-indeno[2,1-a]phenanthren-9-yl ester

There total 4 articles about trifluoro-methanesulfonic acid 1-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxy)-7,10-dimethoxy-1,4a,6a,11b-tetramethyl-2,3,4,4a,4b,5,6,6a,11,11a,11b,12,13,13a-tetradecahydro-1H-indeno[2,1-a]phenanthren-9-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:

t-butyldimethylsiyl triflate (69739-34-0) → trifluoro-methanesulfonic acid 1-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxy)-7,10-dimethoxy-1,4a,6a,11b-tetramethyl-2,3,4,4a,4b,5,6,6a,11,11a,11b,12,13,13a-tetradecahydro-1H-indeno[2,1-a]phenanthren-9-yl ester (259183-98-7)

Guidance literature:

Multi-step reaction with 3 steps

1: lutidine

2: Pd(PPh₃)4,; pyrrolidine

3: Cs₂CO₃

With pyrrolidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; lutidine; caesium carbonate; 1: silylation / 2: deallylation / 3: triflation;

DOI:10.1021/ja9934091

Reference yield:

(1R,2S,4aR,4bS,6aS,11aS,11bR,13aR)-9-Allyloxy-1-benzyloxymethyl-7,10-dimethoxy-1,4a,6a,11b-tetramethyl-2,3,4,4a,4b,5,6,6a,11,11a,11b,12,13,13a-tetradecahydro-1H-indeno[2,1-a]phenanthren-2-ol (259177-47-4) → trifluoro-methanesulfonic acid 1-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxy)-7,10-dimethoxy-1,4a,6a,11b-tetramethyl-2,3,4,4a,4b,5,6,6a,11,11a,11b,12,13,13a-tetradecahydro-1H-indeno[2,1-a]phenanthren-9-yl ester (259183-98-7)

Guidance literature:

Multi-step reaction with 3 steps

1: lutidine

2: Pd(PPh₃)4,; pyrrolidine

3: Cs₂CO₃

With pyrrolidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; lutidine; caesium carbonate; 1: silylation / 2: deallylation / 3: triflation;

DOI:10.1021/ja9934091

Reference yield:

((1R,2S,4aR,4bS,6aS,11aS,11bR,13aR)-9-Allyloxy-1-benzyloxymethyl-7,10-dimethoxy-1,4a,6a,11b-tetramethyl-2,3,4,4a,4b,5,6,6a,11,11a,11b,12,13,13a-tetradecahydro-1H-indeno[2,1-a]phenanthren-2-yloxy)-tert-butyl-dimethyl-silane (259183-97-6) → trifluoro-methanesulfonic acid 1-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxy)-7,10-dimethoxy-1,4a,6a,11b-tetramethyl-2,3,4,4a,4b,5,6,6a,11,11a,11b,12,13,13a-tetradecahydro-1H-indeno[2,1-a]phenanthren-9-yl ester (259183-98-7)

Guidance literature:

Multi-step reaction with 2 steps

1: Pd(PPh₃)4,; pyrrolidine

2: Cs₂CO₃

With pyrrolidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; 1: deallylation / 2: triflation;

DOI:10.1021/ja9934091

upstream raw materials:

N,N-phenylbistrifluoromethane-sulfonimide

t-butyldimethylsiyl triflate

(1R,2S,4aR,4bS,6aS,11aS,11bR,13aR)-9-Allyloxy-1-benzyloxymethyl-7,10-dimethoxy-1,4a,6a,11b-tetramethyl-2,3,4,4a,4b,5,6,6a,11,11a,11b,12,13,13a-tetradecahydro-1H-indeno[2,1-a]phenanthren-2-ol

((1R,2S,4aR,4bS,6aS,11aS,11bR,13aR)-9-Allyloxy-1-benzyloxymethyl-7,10-dimethoxy-1,4a,6a,11b-tetramethyl-2,3,4,4a,4b,5,6,6a,11,11a,11b,12,13,13a-tetradecahydro-1H-indeno[2,1-a]phenanthren-2-yloxy)-tert-butyl-dimethyl-silane

Downstream raw materials:

C₄₆H₇₄O₄S₂Si

1-[2-(tert-butyl-dimethyl-silanyloxy)-7,10-dimethoxy-1,4a,6a,11b-tetramethyl-2,3,4,4a,4b,5,6,6a,11,11a,11b,12,13,13a-tetradecahydro-1H-indeno[2,1-a]phenanthren-1-yl]-2-(2,6,6-trimethyl-cyclohex-2-enyl)-ethanol

tert-butyl-{7,10-dimethoxy-1,4a,6a,11b-tetramethyl-1-[2-(2,6,6-trimethyl-cyclohex-2-enyl)-ethyl]-2,3,4,4a,4b,5,6,6a,11,11a,11b,12,13,13a-tetradecahydro-1H-indeno[2,1-a]phenanthren-2-yloxy}-dimethyl-silane

Acetic acid (1S,2S,4aR,4bS,6aS,11aS,11bR,13aR)-7,10-dihydroxy-1,4a,6a,11b-tetramethyl-1-[2-((S)-2,6,6-trimethyl-cyclohex-2-enyl)-ethyl]-2,3,4,4a,4b,5,6,6a,11,11a,11b,12,13,13a-tetradecahydro-1H-indeno[2,1-a]phenanthren-2-yl ester

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