(3S,4R,6S,7S)-7-(tert-butyldimethylsilyloxy)-3,6-dimethyl-1-(1-phenyl-1H-tetrazol-5-ylsulfonyl)octan-4-ol

Base Information

Chemical Name:(3S,4R,6S,7S)-7-(tert-butyldimethylsilyloxy)-3,6-dimethyl-1-(1-phenyl-1H-tetrazol-5-ylsulfonyl)octan-4-ol
CAS No.:1181635-85-7
Molecular Formula:C₂₃H₄₀N₄O₄SSi
Molecular Weight:496.746
Hs Code.:

Synonyms:(3S,4R,6S,7S)-7-(tert-butyldimethylsilyloxy)-3,6-dimethyl-1-(1-phenyl-1H-tetrazol-5-ylsulfonyl)octan-4-ol

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Chemical Property of (3S,4R,6S,7S)-7-(tert-butyldimethylsilyloxy)-3,6-dimethyl-1-(1-phenyl-1H-tetrazol-5-ylsulfonyl)octan-4-ol

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Technology Process of (3S,4R,6S,7S)-7-(tert-butyldimethylsilyloxy)-3,6-dimethyl-1-(1-phenyl-1H-tetrazol-5-ylsulfonyl)octan-4-ol

There total 9 articles about (3S,4R,6S,7S)-7-(tert-butyldimethylsilyloxy)-3,6-dimethyl-1-(1-phenyl-1H-tetrazol-5-ylsulfonyl)octan-4-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: 71.0%

: 1181635-84-6
5-((3S,4R,6S,7S)-7-(tert-butyldimethylsilyloxy)-3,6-dimethyl-4-(triethylsilyloxy)octylthio)-1-phenyl-1H-tetrazole

: 1181635-85-7
(3S,4R,6S,7S)-7-(tert-butyldimethylsilyloxy)-3,6-dimethyl-1-(1-phenyl-1H-tetrazol-5-ylsulfonyl)octan-4-ol

Guidance literature:: With hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide; In ethanol; water; at 25 ℃;
DOI:10.1021/ol901480s

Reference yield:

: 1181635-81-3
(3S,4R,6S,7S)-7-(tert-butyldimethylsilyloxy)-3,6-dimethyloct-1-en-4-ol

: 1181635-85-7
(3S,4R,6S,7S)-7-(tert-butyldimethylsilyloxy)-3,6-dimethyl-1-(1-phenyl-1H-tetrazol-5-ylsulfonyl)octan-4-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine; dmap / 12 h / 25 °C

2.1: borane-THF / tetrahydrofuran / 2.25 h / 0 - 25 °C

2.2: 1 h / 50 °C

3.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.03 h / 0 °C

3.2: 0 - 25 °C

4.1: hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / ethanol; water / 25 °C

With pyridine; dmap; borane-THF; hexaammonium heptamolybdate tetrahydrate; di-isopropyl azodicarboxylate; dihydrogen peroxide; triphenylphosphine; In tetrahydrofuran; ethanol; water; 3.1: Mitsunobu reaction / 3.2: Mitsunobu reaction;
DOI:10.1021/ol901480s

Reference yield:

: 1181635-82-4
(5S,6S,8R)-8-((S)-but-3-en-2-yl)-10,10-diethyl-2,2,3,3,5,6-hexamethyl-4,9-dioxa-3,10-disiladodecane

: 1181635-85-7
(3S,4R,6S,7S)-7-(tert-butyldimethylsilyloxy)-3,6-dimethyl-1-(1-phenyl-1H-tetrazol-5-ylsulfonyl)octan-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: borane-THF / tetrahydrofuran / 2.25 h / 0 - 25 °C

1.2: 1 h / 50 °C

2.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.03 h / 0 °C

2.2: 0 - 25 °C

3.1: hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / ethanol; water / 25 °C

With borane-THF; hexaammonium heptamolybdate tetrahydrate; di-isopropyl azodicarboxylate; dihydrogen peroxide; triphenylphosphine; In tetrahydrofuran; ethanol; water; 2.1: Mitsunobu reaction / 2.2: Mitsunobu reaction;
DOI:10.1021/ol901480s