(2R,3S,4S,5R)-6-tert-butyldiphenylsilyloxy-3,5-dimethyl-2,4-isopropylidenedioxyhexanal trimethylene dithioacetal

Base Information

Chemical Name:(2R,3S,4S,5R)-6-tert-butyldiphenylsilyloxy-3,5-dimethyl-2,4-isopropylidenedioxyhexanal trimethylene dithioacetal
CAS No.:114825-88-6
Molecular Formula:C₃₀H₄₄O₃S₂Si
Molecular Weight:544.895
Hs Code.:

Synonyms:(2R,3S,4S,5R)-6-tert-butyldiphenylsilyloxy-3,5-dimethyl-2,4-isopropylidenedioxyhexanal trimethylene dithioacetal

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Chemical Property of (2R,3S,4S,5R)-6-tert-butyldiphenylsilyloxy-3,5-dimethyl-2,4-isopropylidenedioxyhexanal trimethylene dithioacetal

Chemical Property:

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Technology Process of (2R,3S,4S,5R)-6-tert-butyldiphenylsilyloxy-3,5-dimethyl-2,4-isopropylidenedioxyhexanal trimethylene dithioacetal

There total 11 articles about (2R,3S,4S,5R)-6-tert-butyldiphenylsilyloxy-3,5-dimethyl-2,4-isopropylidenedioxyhexanal trimethylene dithioacetal 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%

: 116-11-0
2-Methoxypropene

: 114811-24-4
(1R,2S,3R,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-[1,3]dithian-2-yl-2,4-dimethyl-pentane-1,3-diol

: 114825-88-6
(2R,3S,4S,5R)-6-tert-butyldiphenylsilyloxy-3,5-dimethyl-2,4-isopropylidenedioxyhexanal trimethylene dithioacetal

Guidance literature:: With pyridinium p-toluenesulfonate; Ambient temperature;
DOI:10.1016/S0040-4039(00)96566-3

Reference yield: 16.0%

: 116-11-0
2-Methoxypropene

: 114811-24-4,124871-57-4
(2RS,3S,4S,5R)-6-tert-butyldiphenylsilyloxy-2,4-dihydroxy-3,5-dimethylhexanal trimethylene dithioacetal

: 114825-88-6
(2R,3S,4S,5R)-6-tert-butyldiphenylsilyloxy-3,5-dimethyl-2,4-isopropylidenedioxyhexanal trimethylene dithioacetal

: 124871-58-5
tert-Butyl-[(S)-2-((4R,5S,6S)-6-[1,3]dithian-2-yl-2,2,5-trimethyl-[1,3]dioxan-4-yl)-propoxy]-diphenyl-silane

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; for 2.5h; Ambient temperature;
DOI:10.1248/cpb.37.1167

Reference yield:

: Benzoic acid (2R,3R,4S)-3,5-dihydroxy-2,4-dimethyl-pentyl ester

: 114825-88-6
(2R,3S,4S,5R)-6-tert-butyldiphenylsilyloxy-3,5-dimethyl-2,4-isopropylidenedioxyhexanal trimethylene dithioacetal

Guidance literature:: Multi-step reaction with 7 steps

1: CSA / CH₂Cl₂ / Ambient temperature

2: 96 percent / H₂ / Pd-C / ethanol

3: 82 percent / PCC / CH₂Cl₂ / Ambient temperature; molecular sieves

4: 86 percent / n-BuLi / tetrahydrofuran / -75 - -70 °C

5: 92 percent / TsOH*H₂O / methanol / Ambient temperature

6: 93 percent / imidazole / dimethylformamide / Ambient temperature

7: 95 percent / PPTS / Ambient temperature

With 1H-imidazole; n-butyllithium; camphor-10-sulfonic acid; hydrogen; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)96566-3