(1S,2S,3R,4S,6S)-3-(tert-butyldimethylsilyloxy)-6-<(tert-butyldiphenylsilyloxy)methyl>-4-methyl-1-<1-methylene-3-(phenylsulphonyl)propyl>cyclohexane-1,2-diol

Base Information

Chemical Name:(1S,2S,3R,4S,6S)-3-(tert-butyldimethylsilyloxy)-6-<(tert-butyldiphenylsilyloxy)methyl>-4-methyl-1-<1-methylene-3-(phenylsulphonyl)propyl>cyclohexane-1,2-diol
CAS No.:131414-06-7
Molecular Formula:C₄₀H₅₈O₆SSi₂
Molecular Weight:723.134
Hs Code.:

(1S,2S,3R,4S,6S)-3-(tert-butyldimethylsilyloxy)-6-<(tert-butyldiphenylsilyloxy)methyl>-4-methyl-1-<1-methylene-3-(phenylsulphonyl)propyl>cyclohexane-1,2-diol

Synonyms:(1S,2S,3R,4S,6S)-3-(tert-butyldimethylsilyloxy)-6-<(tert-butyldiphenylsilyloxy)methyl>-4-methyl-1-<1-methylene-3-(phenylsulphonyl)propyl>cyclohexane-1,2-diol

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Chemical Property of (1S,2S,3R,4S,6S)-3-(tert-butyldimethylsilyloxy)-6-<(tert-butyldiphenylsilyloxy)methyl>-4-methyl-1-<1-methylene-3-(phenylsulphonyl)propyl>cyclohexane-1,2-diol

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Technology Process of (1S,2S,3R,4S,6S)-3-(tert-butyldimethylsilyloxy)-6-<(tert-butyldiphenylsilyloxy)methyl>-4-methyl-1-<1-methylene-3-(phenylsulphonyl)propyl>cyclohexane-1,2-diol

There total 10 articles about (1S,2S,3R,4S,6S)-3-(tert-butyldimethylsilyloxy)-6-<(tert-butyldiphenylsilyloxy)methyl>-4-methyl-1-<1-methylene-3-(phenylsulphonyl)propyl>cyclohexane-1,2-diol 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%

: 69739-34-0
t-butyldimethylsiyl triflate

: 135419-75-9
(1S,2S,3R,4S,6S)-6-<(tert-butyldiphenylsilyloxy)methyl>-4-methyl-1-<1-methylene-3-(phenylsulphonyl)propyl>cyclohexane-1,2,3-triol

: 131414-06-7
(1S,2S,3R,4S,6S)-3-(tert-butyldimethylsilyloxy)-6-<(tert-butyldiphenylsilyloxy)methyl>-4-methyl-1-<1-methylene-3-(phenylsulphonyl)propyl>cyclohexane-1,2-diol

Guidance literature:: With triethylamine; In dichloromethane; for 0.25h; Ambient temperature;

Reference yield:

: 127785-52-8
2-bromo-4-phenylthiobut-1-ene

: 131414-06-7
(1S,2S,3R,4S,6S)-3-(tert-butyldimethylsilyloxy)-6-<(tert-butyldiphenylsilyloxy)methyl>-4-methyl-1-<1-methylene-3-(phenylsulphonyl)propyl>cyclohexane-1,2-diol

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) tert-BuLi / 1.) pentane, ether, THF, -78 deg C, 5 min, 2.) -78 deg C, 5 min

2: 89 percent / oxone, pH 4 aqueous buffer / tetrahydrofuran; methanol / 2 h / Ambient temperature

3: 69 percent / tert-butyl hydroperoxide, vanadyl acetylacetonate / toluene; CH₂Cl₂ / Ambient temperature; 0 deg C to RT

4: 80 percent / 15percent aq. H₂SO₄ / tetrahydrofuran / 12 h / 60 °C

5: 91 percent / imidazole / dimethylformamide / 1 h / Ambient temperature

6: 86 percent / NEt₃ / CH₂Cl₂ / 0.25 h / Ambient temperature

With 1H-imidazole; tert.-butylhydroperoxide; Oxone; pH 4 aqueous buffer; vanadyl acetylacetonate; sulfuric acid; tert.-butyl lithium; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 131414-03-4
(4S,6S)-6-<(tert-butyldiphenylsilyloxy)methyl>-4-methylcyclohex-2-enone

: 131414-06-7
(1S,2S,3R,4S,6S)-3-(tert-butyldimethylsilyloxy)-6-<(tert-butyldiphenylsilyloxy)methyl>-4-methyl-1-<1-methylene-3-(phenylsulphonyl)propyl>cyclohexane-1,2-diol

Guidance literature:: Multi-step reaction with 6 steps

1: 64 percent / dimethyldioxirane / acetone; CH₂Cl₂ / 40 h / Ambient temperature

2: 1.) tert-BuLi / 1.) pentane, THF, -78 deg C, 10 min, 2.) -78 deg C, 10 min

3: 88 percent / oxone, pH 4 aqueous buffer / tetrahydrofuran; methanol / 3.5 h / Ambient temperature

4: 80 percent / 15percent aq. H₂SO₄ / tetrahydrofuran / 12 h / 60 °C

5: 91 percent / imidazole / dimethylformamide / 1 h / Ambient temperature

6: 86 percent / NEt₃ / CH₂Cl₂ / 0.25 h / Ambient temperature

With 1H-imidazole; Oxone; pH 4 aqueous buffer; sulfuric acid; tert.-butyl lithium; 3,3-dimethyldioxirane; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone;