(1R,2R,3S,4R,5S)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(2-iodo-benzyloxy)-cyclohexanol

Base Information

Chemical Name:(1R,2R,3S,4R,5S)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(2-iodo-benzyloxy)-cyclohexanol
CAS No.:194800-90-3
Molecular Formula:C₃₃H₄₃IO₅Si
Molecular Weight:674.691
Hs Code.:

Synonyms:(1R,2R,3S,4R,5S)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(2-iodo-benzyloxy)-cyclohexanol

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Chemical Property of (1R,2R,3S,4R,5S)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(2-iodo-benzyloxy)-cyclohexanol

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Technology Process of (1R,2R,3S,4R,5S)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(2-iodo-benzyloxy)-cyclohexanol

There total 6 articles about (1R,2R,3S,4R,5S)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(2-iodo-benzyloxy)-cyclohexanol 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: 99.0%

: 194800-98-1
(2S,3R,4R,5S)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(2-iodo-benzyloxy)-cyclohexanone

: 194800-90-3
(1R,2R,3S,4R,5S)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(2-iodo-benzyloxy)-cyclohexanol

Guidance literature:: With lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; Ambient temperature;
DOI:10.1016/S0040-4039(97)01325-7

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 194800-90-3
(1R,2R,3S,4R,5S)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(2-iodo-benzyloxy)-cyclohexanol

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / 2,6-lutidine / CH₂Cl₂ / Ambient temperature

2: 99 percent / LiAlH(OtBu)3 / tetrahydrofuran / Ambient temperature

With 2,6-dimethylpyridine; lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(97)01325-7

Reference yield:

: 4622-38-2
2-iodobenzyliodide

: 194800-90-3
(1R,2R,3S,4R,5S)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(2-iodo-benzyloxy)-cyclohexanol

Guidance literature:: Multi-step reaction with 4 steps

1: 79 percent / NaH / dimethylformamide / Ambient temperature

2: Hg(OCOCF₃)2 / acetone; H₂O / Ambient temperature

3: 86 percent / 2,6-lutidine / CH₂Cl₂ / Ambient temperature

4: 99 percent / LiAlH(OtBu)3 / tetrahydrofuran / Ambient temperature

With 2,6-dimethylpyridine; mercury(II) trifluoroacetate; sodium hydride; lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(97)01325-7