1,1,2,2,3,3,4,4,4-Nonafluoro-butane-1-sulfonic acid (1aS,1bR,3R,5aR,5bS,11bR,11cS)-3-(dimethyl-phenyl-silanyl)-1b-hydroxy-5a-methyl-5-oxo-1a,1b,2,3,4,5,5a,5b,6,7,11b,11c-dodecahydro-1-oxa-cyclopropa[g]chrysen-9-yl ester

Base Information

Chemical Name:1,1,2,2,3,3,4,4,4-Nonafluoro-butane-1-sulfonic acid (1aS,1bR,3R,5aR,5bS,11bR,11cS)-3-(dimethyl-phenyl-silanyl)-1b-hydroxy-5a-methyl-5-oxo-1a,1b,2,3,4,5,5a,5b,6,7,11b,11c-dodecahydro-1-oxa-cyclopropa[g]chrysen-9-yl ester
CAS No.:303998-35-8
Molecular Formula:C₃₁H₃₁F₉O₆SSi
Molecular Weight:730.721
Hs Code.:

1,1,2,2,3,3,4,4,4-Nonafluoro-butane-1-sulfonic acid (1aS,1bR,3R,5aR,5bS,11bR,11cS)-3-(dimethyl-phenyl-silanyl)-1b-hydroxy-5a-methyl-5-oxo-1a,1b,2,3,4,5,5a,5b,6,7,11b,11c-dodecahydro-1-oxa-cyclopropa[g]chrysen-9-yl ester

Synonyms:1,1,2,2,3,3,4,4,4-Nonafluoro-butane-1-sulfonic acid (1aS,1bR,3R,5aR,5bS,11bR,11cS)-3-(dimethyl-phenyl-silanyl)-1b-hydroxy-5a-methyl-5-oxo-1a,1b,2,3,4,5,5a,5b,6,7,11b,11c-dodecahydro-1-oxa-cyclopropa[g]chrysen-9-yl ester

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Chemical Property of 1,1,2,2,3,3,4,4,4-Nonafluoro-butane-1-sulfonic acid (1aS,1bR,3R,5aR,5bS,11bR,11cS)-3-(dimethyl-phenyl-silanyl)-1b-hydroxy-5a-methyl-5-oxo-1a,1b,2,3,4,5,5a,5b,6,7,11b,11c-dodecahydro-1-oxa-cyclopropa[g]chrysen-9-yl ester

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Technology Process of 1,1,2,2,3,3,4,4,4-Nonafluoro-butane-1-sulfonic acid (1aS,1bR,3R,5aR,5bS,11bR,11cS)-3-(dimethyl-phenyl-silanyl)-1b-hydroxy-5a-methyl-5-oxo-1a,1b,2,3,4,5,5a,5b,6,7,11b,11c-dodecahydro-1-oxa-cyclopropa[g]chrysen-9-yl ester

There total 16 articles about 1,1,2,2,3,3,4,4,4-Nonafluoro-butane-1-sulfonic acid (1aS,1bR,3R,5aR,5bS,11bR,11cS)-3-(dimethyl-phenyl-silanyl)-1b-hydroxy-5a-methyl-5-oxo-1a,1b,2,3,4,5,5a,5b,6,7,11b,11c-dodecahydro-1-oxa-cyclopropa[g]chrysen-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: 76.0%

: 303998-33-6
1,1,2,2,3,3,4,4,4-Nonafluoro-butane-1-sulfonic acid (4bR,6aS,8R,10aR,10bS)-8-(dimethyl-phenyl-silanyl)-6a-hydroxy-10a-methyl-10-oxo-4b,6a,7,8,9,10,10a,10b,11,12-decahydro-chrysen-2-yl ester

: 303998-35-8
1,1,2,2,3,3,4,4,4-Nonafluoro-butane-1-sulfonic acid (1aS,1bR,3R,5aR,5bS,11bR,11cS)-3-(dimethyl-phenyl-silanyl)-1b-hydroxy-5a-methyl-5-oxo-1a,1b,2,3,4,5,5a,5b,6,7,11b,11c-dodecahydro-1-oxa-cyclopropa[g]chrysen-9-yl ester

Guidance literature:: With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; In decane; dichloromethane; at 0 ℃; for 44h;
DOI:10.1021/ja0024892

Reference yield:

: (2R,4bR)-8-Allyloxy-2-(dimethyl-phenyl-silanyl)-4a-methyl-11-triethylsilanyloxy-2,3,4a,4b,5,6,12,12a-octahydro-1H-chrysen-4-one

: 303998-35-8
1,1,2,2,3,3,4,4,4-Nonafluoro-butane-1-sulfonic acid (1aS,1bR,3R,5aR,5bS,11bR,11cS)-3-(dimethyl-phenyl-silanyl)-1b-hydroxy-5a-methyl-5-oxo-1a,1b,2,3,4,5,5a,5b,6,7,11b,11c-dodecahydro-1-oxa-cyclopropa[g]chrysen-9-yl ester

Guidance literature:: Multi-step reaction with 16 steps

1.1: 90 percent / LiAlH₄ / diethyl ether / 0.5 h / -78 °C

2.1: 92 percent / i-Pr₂NEt / CH₂Cl₂ / 46 h / 23 °C

3.1: 89 percent / p-TsOH / CH₂Cl₂; methanol / 0.08 h / 23 °C

4.1: LDA / tetrahydrofuran / 0.33 h / -78 °C

5.1: 856 mg / O₂; Pd(OAc)2; 2,6-di-tert-butyl-4-methylpyridine / dimethylsulfoxide / 12 h / 25 °C

6.1: L-selectride / tetrahydrofuran / 0.33 h / -78 °C

7.1: 564 mg / t-BuOOH; VO(acac)2 / CH₂Cl₂; decane / 20 h / 0 °C

8.1: 97 percent / Et₃N; DMAP / CH₂Cl₂ / 3 h / 25 °C

9.1: Pd(Ph₃P)4; Et₂NH / CH₂Cl₂ / 3 h / Heating

10.1: 690 mg / Et₃N / CH₂Cl₂ / 18 h / 23 °C

11.1: H₂; AcOH / Pd/C / ethyl acetate / 7 h / 23 °C / 760.05 Torr

12.1: 560 mg / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 23 °C

13.1: 91 percent / K₂CO₃ / methanol; H₂O; CH₂Cl₂ / 2.5 h / 25 °C

14.1: MgI₂; NaI / CH₂Cl₂; acetonitrile / 0.17 h / 0 °C

15.1: CH₂Cl₂; acetonitrile / 0.17 h / 0 °C

15.2: 72 percent / methanesulfonyl chloride; Et₃N / CH₂Cl₂ / 1.5 h / -66 - 25 °C

16.1: 76 percent / t-BuOOH; VO(acac)2 / CH₂Cl₂; decane / 44 h / 0 °C

With tert.-butylhydroperoxide; dmap; palladium diacetate; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,6-di-tert-butyl-4-methylpyridine; bis(acetylacetonate)oxovanadium; hydrogen; oxygen; L-Selectride; potassium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; acetic acid; diethylamine; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; magnesium iodide; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; decane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; acetonitrile;
DOI:10.1021/ja0024892

Reference yield:

: 303998-62-1
(4bR,6aR,8R,10S,10aS,10bS)-2-Allyloxy-10-benzyloxymethoxy-8-(dimethyl-phenyl-silanyl)-10a-methyl-6,6a,7,8,9,10,10a,10b,11,12-decahydro-4bH-chrysen-5-one

: 303998-35-8
1,1,2,2,3,3,4,4,4-Nonafluoro-butane-1-sulfonic acid (1aS,1bR,3R,5aR,5bS,11bR,11cS)-3-(dimethyl-phenyl-silanyl)-1b-hydroxy-5a-methyl-5-oxo-1a,1b,2,3,4,5,5a,5b,6,7,11b,11c-dodecahydro-1-oxa-cyclopropa[g]chrysen-9-yl ester

Guidance literature:: Multi-step reaction with 13 steps

1.1: LDA / tetrahydrofuran / 0.33 h / -78 °C

2.1: 856 mg / O₂; Pd(OAc)2; 2,6-di-tert-butyl-4-methylpyridine / dimethylsulfoxide / 12 h / 25 °C

3.1: L-selectride / tetrahydrofuran / 0.33 h / -78 °C

4.1: 564 mg / t-BuOOH; VO(acac)2 / CH₂Cl₂; decane / 20 h / 0 °C

5.1: 97 percent / Et₃N; DMAP / CH₂Cl₂ / 3 h / 25 °C

6.1: Pd(Ph₃P)4; Et₂NH / CH₂Cl₂ / 3 h / Heating

7.1: 690 mg / Et₃N / CH₂Cl₂ / 18 h / 23 °C

8.1: H₂; AcOH / Pd/C / ethyl acetate / 7 h / 23 °C / 760.05 Torr

9.1: 560 mg / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 23 °C

10.1: 91 percent / K₂CO₃ / methanol; H₂O; CH₂Cl₂ / 2.5 h / 25 °C

11.1: MgI₂; NaI / CH₂Cl₂; acetonitrile / 0.17 h / 0 °C

12.1: CH₂Cl₂; acetonitrile / 0.17 h / 0 °C

12.2: 72 percent / methanesulfonyl chloride; Et₃N / CH₂Cl₂ / 1.5 h / -66 - 25 °C

13.1: 76 percent / t-BuOOH; VO(acac)2 / CH₂Cl₂; decane / 44 h / 0 °C

With tert.-butylhydroperoxide; dmap; palladium diacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,6-di-tert-butyl-4-methylpyridine; bis(acetylacetonate)oxovanadium; hydrogen; oxygen; L-Selectride; potassium carbonate; Dess-Martin periodane; acetic acid; diethylamine; triethylamine; sodium iodide; magnesium iodide; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; decane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; acetonitrile;
DOI:10.1021/ja0024892