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

Base Information

Chemical Name:5-((3S,4R,6S,7S)-7-(tert-butyldimethylsilyloxy)-3,6-dimethyl-4-(triethylsilyloxy)octylthio)-1-phenyl-1H-tetrazole
CAS No.:1181635-84-6
Molecular Formula:C₂₉H₅₄N₄O₂SSi₂
Molecular Weight:579.01
Hs Code.:

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

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Chemical Property of 5-((3S,4R,6S,7S)-7-(tert-butyldimethylsilyloxy)-3,6-dimethyl-4-(triethylsilyloxy)octylthio)-1-phenyl-1H-tetrazole

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Technology Process of 5-((3S,4R,6S,7S)-7-(tert-butyldimethylsilyloxy)-3,6-dimethyl-4-(triethylsilyloxy)octylthio)-1-phenyl-1H-tetrazole

There total 8 articles about 5-((3S,4R,6S,7S)-7-(tert-butyldimethylsilyloxy)-3,6-dimethyl-4-(triethylsilyloxy)octylthio)-1-phenyl-1H-tetrazole 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: 86.0%

: 1181635-83-5
(3S,4R,6S,7S)-7-(tert-butyldimethylsilyloxy)-3,6-dimethyl-4-(triethylsilyloxy)octan-1-ol

: 86-93-1
1-Phenyl-1H-tetrazole-5-thiol

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

Guidance literature:: (3S,4R,6S,7S)-7-(tert-butyldimethylsilyloxy)-3,6-dimethyl-4-(triethylsilyloxy)octan-1-ol; With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 ℃; for 0.0333333h;

1-Phenyl-1H-tetrazole-5-thiol; In tetrahydrofuran; at 0 - 25 ℃;
DOI:10.1021/ol901480s

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

With pyridine; dmap; borane-THF; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; 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

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

Guidance literature:: Multi-step reaction with 2 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

With borane-THF; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; 2.1: Mitsunobu reaction / 2.2: Mitsunobu reaction;
DOI:10.1021/ol901480s