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

Base Information

Chemical Name:Acetic acid (2R,3S,6R)-2-acetoxymethyl-6-((Z)-2-phenylsulfanyl-2-triethylsilanyl-vinyl)-tetrahydro-pyran-3-yl ester
CAS No.:175550-05-7
Molecular Formula:C₂₄H₃₆O₅SSi
Molecular Weight:464.698
Hs Code.:

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

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Chemical Property of Acetic acid (2R,3S,6R)-2-acetoxymethyl-6-((Z)-2-phenylsulfanyl-2-triethylsilanyl-vinyl)-tetrahydro-pyran-3-yl ester

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Technology Process of Acetic acid (2R,3S,6R)-2-acetoxymethyl-6-((Z)-2-phenylsulfanyl-2-triethylsilanyl-vinyl)-tetrahydro-pyran-3-yl ester

There total 6 articles about Acetic acid (2R,3S,6R)-2-acetoxymethyl-6-((Z)-2-phenylsulfanyl-2-triethylsilanyl-vinyl)-tetrahydro-pyran-3-yl 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: 74.0%

: 617-86-7
triethylsilane

: 167107-94-0
Acetic acid (2R,3S,6R)-2-acetoxymethyl-6-phenylsulfanylethynyl-tetrahydro-pyran-3-yl ester

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

Guidance literature:: With sodium hexachloroplatinate; at 90 ℃;
DOI:10.1016/0040-4039(94)02254-9

Reference yield:

: 2873-29-2
D-glucal triacetate

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

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

: 107123-40-0
isopropyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-glucopyranoside

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

Guidance literature:: Multi-step reaction with 4 steps

1: 66 percent / zinc chloride, acetic acid / 0.67 h / Ambient temperature

2: 72 percent / molecular sieve 4A, BF₃*Et₂O / acetonitrile / 0.17 h / 0 °C

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

4: 73 percent / Na₂PtCl₆*6H₂O / 1,2-dichloro-ethane; propan-2-ol / 1 h / 90 °C

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