(2R,3S,6R)-2-Hydroxymethyl-6-((Z)-2-phenylsulfanyl-2-triethylsilanyl-vinyl)-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2R,3S,6R)-2-Hydroxymethyl-6-((Z)-2-phenylsulfanyl-2-triethylsilanyl-vinyl)-tetrahydro-pyran-3-ol
CAS No.:175673-09-3
Molecular Formula:C₂₀H₃₂O₃SSi
Molecular Weight:380.624
Hs Code.:

Synonyms:(2R,3S,6R)-2-Hydroxymethyl-6-((Z)-2-phenylsulfanyl-2-triethylsilanyl-vinyl)-tetrahydro-pyran-3-ol

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Chemical Property of (2R,3S,6R)-2-Hydroxymethyl-6-((Z)-2-phenylsulfanyl-2-triethylsilanyl-vinyl)-tetrahydro-pyran-3-ol

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Technology Process of (2R,3S,6R)-2-Hydroxymethyl-6-((Z)-2-phenylsulfanyl-2-triethylsilanyl-vinyl)-tetrahydro-pyran-3-ol

There total 8 articles about (2R,3S,6R)-2-Hydroxymethyl-6-((Z)-2-phenylsulfanyl-2-triethylsilanyl-vinyl)-tetrahydro-pyran-3-ol 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%

: 175550-05-7
Acetic acid (2R,3S,6R)-2-acetoxymethyl-6-((Z)-2-phenylsulfanyl-2-triethylsilanyl-vinyl)-tetrahydro-pyran-3-yl ester

: 175673-09-3
(2R,3S,6R)-2-Hydroxymethyl-6-((Z)-2-phenylsulfanyl-2-triethylsilanyl-vinyl)-tetrahydro-pyran-3-ol

Guidance literature:: With sodium methylate;
DOI:10.1016/0040-4039(94)02254-9

Reference yield:

: 2873-29-2
D-glucal triacetate

: 175673-09-3
(2R,3S,6R)-2-Hydroxymethyl-6-((Z)-2-phenylsulfanyl-2-triethylsilanyl-vinyl)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) BF₃*OEt₂, 2.) H₂ / 2.) 10percent Pd/C / 1.) CH₂Cl₂, RT, 24 h, 2.) ethyl acetate, overnight

2: 66 percent / zinc chloride, acetic acid / 0.67 h / Ambient temperature

3: 72 percent / molecular sieve 4A, BF₃*Et₂O / acetonitrile / 0.17 h / 0 °C

4: 1.) dicobaltoctacarbonyl, 2.) trifluoromethanesulfonic acid, 3.) iodine

5: 73 percent / Na₂PtCl₆*6H₂O / 1,2-dichloro-ethane; propan-2-ol / 1 h / 90 °C

6: sodium methoxide / methanol / 3 h / 0 °C

With sodium hexachloroplatinate; dicobalt octacarbonyl; trifluorormethanesulfonic acid; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; iodine; sodium methylate; acetic acid; zinc(II) chloride; palladium on activated charcoal; In methanol; 1,2-dichloro-ethane; isopropyl alcohol; acetonitrile;
DOI:10.1016/0040-4020(96)00008-7

Reference yield:

: 617-86-7
triethylsilane

: 175673-09-3
(2R,3S,6R)-2-Hydroxymethyl-6-((Z)-2-phenylsulfanyl-2-triethylsilanyl-vinyl)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / Na₂PtCl₆*6H₂O / 1,2-dichloro-ethane; propan-2-ol / 1 h / 90 °C

2: sodium methoxide / methanol / 3 h / 0 °C

With sodium hexachloroplatinate; sodium methylate; In methanol; 1,2-dichloro-ethane; isopropyl alcohol;
DOI:10.1016/0040-4020(96)00008-7