(-)-(2S,5S)-thiocarbonic acid O-{2-[(tert-butyldimethylsilanyloxy)-(3,4-dimethoxyphenyl)methyl]but-3-enyl} ester O-[4-(tert-butyldimethylsilanyloxy)-3-methoxyphenyl] ester

Base Information

Chemical Name:(-)-(2S,5S)-thiocarbonic acid O-{2-[(tert-butyldimethylsilanyloxy)-(3,4-dimethoxyphenyl)methyl]but-3-enyl} ester O-[4-(tert-butyldimethylsilanyloxy)-3-methoxyphenyl] ester
CAS No.:689277-89-2
Molecular Formula:C₃₃H₅₂O₇SSi₂
Molecular Weight:649.009
Hs Code.:

(-)-(2S,5S)-thiocarbonic acid O-{2-[(tert-butyldimethylsilanyloxy)-(3,4-dimethoxyphenyl)methyl]but-3-enyl} ester O-[4-(tert-butyldimethylsilanyloxy)-3-methoxyphenyl] ester

Synonyms:(-)-(2S,5S)-thiocarbonic acid O-{2-[(tert-butyldimethylsilanyloxy)-(3,4-dimethoxyphenyl)methyl]but-3-enyl} ester O-[4-(tert-butyldimethylsilanyloxy)-3-methoxyphenyl] ester

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Chemical Property of (-)-(2S,5S)-thiocarbonic acid O-{2-[(tert-butyldimethylsilanyloxy)-(3,4-dimethoxyphenyl)methyl]but-3-enyl} ester O-[4-(tert-butyldimethylsilanyloxy)-3-methoxyphenyl] ester

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Technology Process of (-)-(2S,5S)-thiocarbonic acid O-{2-[(tert-butyldimethylsilanyloxy)-(3,4-dimethoxyphenyl)methyl]but-3-enyl} ester O-[4-(tert-butyldimethylsilanyloxy)-3-methoxyphenyl] ester

There total 8 articles about (-)-(2S,5S)-thiocarbonic acid O-{2-[(tert-butyldimethylsilanyloxy)-(3,4-dimethoxyphenyl)methyl]but-3-enyl} ester O-[4-(tert-butyldimethylsilanyloxy)-3-methoxyphenyl] ester 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: 88.0%

: 689277-81-4
4-(tert-butyldimethylsilyloxy)-3-methoxyphenyol chlorothionoformate

: 689277-88-1
(-)-(2S,5S)-2-[(tert-butyldimethylsilanyloxy)-(3,4-dimethoxyphenyl)methyl]but-3-en-1-ol

: 689277-89-2
(-)-(2S,5S)-thiocarbonic acid O-{2-[(tert-butyldimethylsilanyloxy)-(3,4-dimethoxyphenyl)methyl]but-3-enyl} ester O-[4-(tert-butyldimethylsilanyloxy)-3-methoxyphenyl] ester

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/ol049878b

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 689277-89-2
(-)-(2S,5S)-thiocarbonic acid O-{2-[(tert-butyldimethylsilanyloxy)-(3,4-dimethoxyphenyl)methyl]but-3-enyl} ester O-[4-(tert-butyldimethylsilanyloxy)-3-methoxyphenyl] ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.45 g / 2,6-lutidine / CH₂Cl₂ / 1 h / 20 °C

2: 85 percent / NaBH₄ / tetrahydrofuran; H₂O / 16 h / 25 °C

3: 88 percent / pyridine / CH₂Cl₂ / 1 h / 20 °C

With pyridine; 2,6-dimethylpyridine; sodium tetrahydroborate; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ol049878b

Reference yield:

: 69404-94-0
O-tert-butyldimethylsilylvanillin

: 689277-89-2
(-)-(2S,5S)-thiocarbonic acid O-{2-[(tert-butyldimethylsilanyloxy)-(3,4-dimethoxyphenyl)methyl]but-3-enyl} ester O-[4-(tert-butyldimethylsilanyloxy)-3-methoxyphenyl] ester

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / 3-chloroperbenzoic acid / CH₂Cl₂ / 2 h / Heating

2: 4.06 g / K₂CO₃ / methanol / 0.17 h / 25 °C

3: DBU / CH₂Cl₂ / 0.33 h / 0 °C

4: 88 percent / pyridine / CH₂Cl₂ / 1 h / 20 °C

With pyridine; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane;
DOI:10.1021/ol049878b