(3S,4S,5R,6S)-1-Bromo-6-methoxy-3,4,5-tris-triethylsilanyloxy-cyclohexene

Base Information

Chemical Name:(3S,4S,5R,6S)-1-Bromo-6-methoxy-3,4,5-tris-triethylsilanyloxy-cyclohexene
CAS No.:219655-91-1
Molecular Formula:C₂₅H₅₃BrO₄Si₃
Molecular Weight:581.854
Hs Code.:

Synonyms:(3S,4S,5R,6S)-1-Bromo-6-methoxy-3,4,5-tris-triethylsilanyloxy-cyclohexene

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Chemical Property of (3S,4S,5R,6S)-1-Bromo-6-methoxy-3,4,5-tris-triethylsilanyloxy-cyclohexene

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Technology Process of (3S,4S,5R,6S)-1-Bromo-6-methoxy-3,4,5-tris-triethylsilanyloxy-cyclohexene

There total 4 articles about (3S,4S,5R,6S)-1-Bromo-6-methoxy-3,4,5-tris-triethylsilanyloxy-cyclohexene 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: 95.0%

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 219655-90-0
(1S,2S,3S,6S)-5-Bromo-6-methoxy-cyclohex-4-ene-1,2,3-triol

: 219655-91-1
(3S,4S,5R,6S)-1-Bromo-6-methoxy-3,4,5-tris-triethylsilanyloxy-cyclohexene

Guidance literature:: With triethylamine;
DOI:10.1016/S0040-4039(98)01989-3

Reference yield:

: 67451-62-1,82683-92-9,132958-32-8,130792-45-9
cis-(1S,2S)-1,2-dihydroxy-3-bromocyclohexa-3,5-diene

: 219655-91-1
(3S,4S,5R,6S)-1-Bromo-6-methoxy-3,4,5-tris-triethylsilanyloxy-cyclohexene

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / Et₃N / -78 °C

2: NaH / -15 °C

3: TBAF

4: OsO₄, quinuclidine / CH₂Cl₂ / -78 °C

5: 95 percent / Et₃N

With Quinuclidine; osmium(VIII) oxide; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; In dichloromethane;
DOI:10.1016/S0040-4039(98)01989-3

Reference yield:

: 219655-88-6
(1S,6S)-2-Bromo-6-triisopropylsilanyloxy-cyclohexa-2,4-dienol

: 219655-91-1
(3S,4S,5R,6S)-1-Bromo-6-methoxy-3,4,5-tris-triethylsilanyloxy-cyclohexene

Guidance literature:: Multi-step reaction with 4 steps

1: NaH / -15 °C

2: TBAF

3: OsO₄, quinuclidine / CH₂Cl₂ / -78 °C

4: 95 percent / Et₃N

With Quinuclidine; osmium(VIII) oxide; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; In dichloromethane;
DOI:10.1016/S0040-4039(98)01989-3