(2S,7S,8S,9R,10R)-4-Benzenesulfonyl-2-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-7-(4-methoxy-benzyloxy)-8,10-dimethyl-9-triisopropylsilanyloxy-2-trimethylsilanyloxy-11-trityloxy-undecan-5-ol

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Chemical Name:(2S,7S,8S,9R,10R)-4-Benzenesulfonyl-2-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-7-(4-methoxy-benzyloxy)-8,10-dimethyl-9-triisopropylsilanyloxy-2-trimethylsilanyloxy-11-trityloxy-undecan-5-ol
CAS No.:440103-97-9
Molecular Formula:C₇₁H₁₀₈O₁₀SSi₃
Molecular Weight:1237.96
Hs Code.:

(2S,7S,8S,9R,10R)-4-Benzenesulfonyl-2-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-7-(4-methoxy-benzyloxy)-8,10-dimethyl-9-triisopropylsilanyloxy-2-trimethylsilanyloxy-11-trityloxy-undecan-5-ol

Synonyms:(2S,7S,8S,9R,10R)-4-Benzenesulfonyl-2-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-7-(4-methoxy-benzyloxy)-8,10-dimethyl-9-triisopropylsilanyloxy-2-trimethylsilanyloxy-11-trityloxy-undecan-5-ol

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Chemical Property of (2S,7S,8S,9R,10R)-4-Benzenesulfonyl-2-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-7-(4-methoxy-benzyloxy)-8,10-dimethyl-9-triisopropylsilanyloxy-2-trimethylsilanyloxy-11-trityloxy-undecan-5-ol

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Technology Process of (2S,7S,8S,9R,10R)-4-Benzenesulfonyl-2-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-7-(4-methoxy-benzyloxy)-8,10-dimethyl-9-triisopropylsilanyloxy-2-trimethylsilanyloxy-11-trityloxy-undecan-5-ol

There total 16 articles about (2S,7S,8S,9R,10R)-4-Benzenesulfonyl-2-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-7-(4-methoxy-benzyloxy)-8,10-dimethyl-9-triisopropylsilanyloxy-2-trimethylsilanyloxy-11-trityloxy-undecan-5-ol 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:

: 440104-18-7
[2E,6E]-9-benzenesulfonyl-3,7-dimethyl-nona-2,6-dien-1-ol

: 440103-97-9
(2S,7S,8S,9R,10R)-4-Benzenesulfonyl-2-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-7-(4-methoxy-benzyloxy)-8,10-dimethyl-9-triisopropylsilanyloxy-2-trimethylsilanyloxy-11-trityloxy-undecan-5-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: (+)-diisopropyl tartrate; titanium isopropoxide; tert-butyl hydroperoxide / CH₂Cl₂; decane / -20 °C

2.1: 95 percent / pyridine / CH₂Cl₂ / 48 h / -10 °C

3.1: perchloric acid / tetrahydrofuran; H₂O / 2 h / Heating

3.2: 67 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -20 °C

4.1: vanadil acetylacetonate; t-butyl hydroperoxide; pyridinium para-toluenesulfonate / 4 Angstroem molecular sieve / various solvent(s); CH₂Cl₂; decane / 29 h / 20 °C

5.1: sodium iodide; 18-c-6 / butan-2-one / Heating

5.2: 81 percent / tributyltin hydride; AIBN / toluene / 3 h / Heating

6.1: 93 percent / triethylamine / CH₂Cl₂ / 3 h / -78 °C

7.1: n-butyl lithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

7.2: tetrahydrofuran; hexane / 0.5 h

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; perchloric acid; bis(acetylacetonate)oxovanadium; L-(+)-diisopropyl tartrate; 18-crown-6 ether; pyridinium p-toluenesulfonate; triethylamine; sodium iodide; 4 A molecular sieve; In tetrahydrofuran; decane; hexane; dichloromethane; water; butanone;
DOI:10.1021/ol025872f

Reference yield:

: 3-(6-benzenesulfonyl-4-methyl-hex-3-enyl)-3-methyl-oxiran-2-ylmethanol

: 440103-97-9
(2S,7S,8S,9R,10R)-4-Benzenesulfonyl-2-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-7-(4-methoxy-benzyloxy)-8,10-dimethyl-9-triisopropylsilanyloxy-2-trimethylsilanyloxy-11-trityloxy-undecan-5-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 95 percent / pyridine / CH₂Cl₂ / 48 h / -10 °C

2.1: perchloric acid / tetrahydrofuran; H₂O / 2 h / Heating

2.2: 67 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -20 °C

3.1: vanadil acetylacetonate; t-butyl hydroperoxide; pyridinium para-toluenesulfonate / 4 Angstroem molecular sieve / various solvent(s); CH₂Cl₂; decane / 29 h / 20 °C

4.1: sodium iodide; 18-c-6 / butan-2-one / Heating

4.2: 81 percent / tributyltin hydride; AIBN / toluene / 3 h / Heating

5.1: 93 percent / triethylamine / CH₂Cl₂ / 3 h / -78 °C

6.1: n-butyl lithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

6.2: tetrahydrofuran; hexane / 0.5 h

With pyridine; tert.-butylhydroperoxide; n-butyllithium; perchloric acid; bis(acetylacetonate)oxovanadium; 18-crown-6 ether; pyridinium p-toluenesulfonate; triethylamine; sodium iodide; 4 A molecular sieve; In tetrahydrofuran; decane; hexane; dichloromethane; water; butanone;
DOI:10.1021/ol025872f

Reference yield:

: toluene-4-sulfonic acid 3-(6-benzenesulfonyl-4-methyl-hex-3-enyl)-3-methyl-oxiran-2-ylmethyl ester

: 440103-97-9
(2S,7S,8S,9R,10R)-4-Benzenesulfonyl-2-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-7-(4-methoxy-benzyloxy)-8,10-dimethyl-9-triisopropylsilanyloxy-2-trimethylsilanyloxy-11-trityloxy-undecan-5-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: perchloric acid / tetrahydrofuran; H₂O / 2 h / Heating

1.2: 67 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -20 °C

2.1: vanadil acetylacetonate; t-butyl hydroperoxide; pyridinium para-toluenesulfonate / 4 Angstroem molecular sieve / various solvent(s); CH₂Cl₂; decane / 29 h / 20 °C

3.1: sodium iodide; 18-c-6 / butan-2-one / Heating

3.2: 81 percent / tributyltin hydride; AIBN / toluene / 3 h / Heating

4.1: 93 percent / triethylamine / CH₂Cl₂ / 3 h / -78 °C

5.1: n-butyl lithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

5.2: tetrahydrofuran; hexane / 0.5 h

With tert.-butylhydroperoxide; n-butyllithium; perchloric acid; bis(acetylacetonate)oxovanadium; 18-crown-6 ether; pyridinium p-toluenesulfonate; triethylamine; sodium iodide; 4 A molecular sieve; In tetrahydrofuran; decane; hexane; dichloromethane; water; butanone;
DOI:10.1021/ol025872f