(3S,7S,8R,9R)-7,9-bis(tert-butyldimethylsilyloxy)-8-methyl-11-(1-phenyl-1H-tetrazol-5-ylsulfonyl)undecan-3-ol

Base Information

Chemical Name:(3S,7S,8R,9R)-7,9-bis(tert-butyldimethylsilyloxy)-8-methyl-11-(1-phenyl-1H-tetrazol-5-ylsulfonyl)undecan-3-ol
CAS No.:1000694-52-9
Molecular Formula:C₃₇H₇₂N₄O₅SSi₃
Molecular Weight:769.325
Hs Code.:

Synonyms:(3S,7S,8R,9R)-7,9-bis(tert-butyldimethylsilyloxy)-8-methyl-11-(1-phenyl-1H-tetrazol-5-ylsulfonyl)undecan-3-ol

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Chemical Property of (3S,7S,8R,9R)-7,9-bis(tert-butyldimethylsilyloxy)-8-methyl-11-(1-phenyl-1H-tetrazol-5-ylsulfonyl)undecan-3-ol

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Technology Process of (3S,7S,8R,9R)-7,9-bis(tert-butyldimethylsilyloxy)-8-methyl-11-(1-phenyl-1H-tetrazol-5-ylsulfonyl)undecan-3-ol

There total 16 articles about (3S,7S,8R,9R)-7,9-bis(tert-butyldimethylsilyloxy)-8-methyl-11-(1-phenyl-1H-tetrazol-5-ylsulfonyl)undecan-3-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: 91.0%

: 1000694-61-0
5-((3R,4R,5S,9S)-3,5-bis(tert-butyldimethylsilyloxy)-4-methyl-9-(triethylsilyloxy)undecylthio)-1-phenyl-1H-tetrazole

: 1000694-52-9
(3S,7S,8R,9R)-7,9-bis(tert-butyldimethylsilyloxy)-8-methyl-11-(1-phenyl-1H-tetrazol-5-ylsulfonyl)undecan-3-ol

Guidance literature:: With ammonium heptamolybdate; dihydrogen peroxide; In ethanol; at 20 ℃;
DOI:10.1021/ja076580i

Reference yield:

: C₃₁H₅₈N₄O₅SSi₂

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 1000694-52-9
(3S,7S,8R,9R)-7,9-bis(tert-butyldimethylsilyloxy)-8-methyl-11-(1-phenyl-1H-tetrazol-5-ylsulfonyl)undecan-3-ol

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1002/anie.201407806

Reference yield:

: 1000694-59-6
(4R,5S,6S,10S)-4,6-bis(tert-butyldimethylsilyloxy)-5-methyl-10-(triethylsilyloxy)dodec-1-ene

: 1000694-52-9
(3S,7S,8R,9R)-7,9-bis(tert-butyldimethylsilyloxy)-8-methyl-11-(1-phenyl-1H-tetrazol-5-ylsulfonyl)undecan-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tetrahydrofuran; acetone; aq. phosphate buffer / 20 °C / pH 7

2: sodium periodate / tetrahydrofuran; aq. phosphate buffer / 3 h / 20 °C / pH 7

3: sodium tetrahydroborate / ethanol / 1 h / 20 °C

4: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 1 h / 0 °C

5: dihydrogen peroxide; ammonium molybdate / ethanol / 18 h / 0 °C

6: 2,6-dimethylpyridine / dichloromethane / 1 h / -78 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; ammonium molybdate; di-isopropyl azodicarboxylate; dihydrogen peroxide; 4-methylmorpholine N-oxide; triphenylphosphine; In tetrahydrofuran; aq. phosphate buffer; ethanol; dichloromethane; acetone;
DOI:10.1002/anie.201407806