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

Base Information

Chemical Name:(1S,2S,3R,4S,6S)-6-<(tert-butyldiphenylsilyloxy)methyl>-4-methyl-1-<1-methylene-3-(phenylsulphonyl)propyl>cyclohexane-1,2,3-triol
CAS No.:135419-75-9
Molecular Formula:C₃₄H₄₄O₆SSi
Molecular Weight:608.871
Hs Code.:

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

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

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

There total 8 articles about (1S,2S,3R,4S,6S)-6-<(tert-butyldiphenylsilyloxy)methyl>-4-methyl-1-<1-methylene-3-(phenylsulphonyl)propyl>cyclohexane-1,2,3-triol 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: 91.0%

: 131414-05-6
(1S,2S,3R,4S,6S)-6-(hydroxymethyl)-4-methyl-1-<1-methylene-3-(phenylsulphonyl)propyl>cyclohexane-1,2,3-triol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 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

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 1h; Ambient temperature;

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 5 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

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