Acetic acid (2R,3S,4S,5R,6R)-5-benzyloxy-3,4-dihydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

Base Information

Chemical Name:Acetic acid (2R,3S,4S,5R,6R)-5-benzyloxy-3,4-dihydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester
CAS No.:181025-97-8
Molecular Formula:C₂₁H₂₄O₆S
Molecular Weight:404.484
Hs Code.:

Synonyms:Acetic acid (2R,3S,4S,5R,6R)-5-benzyloxy-3,4-dihydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

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Chemical Property of Acetic acid (2R,3S,4S,5R,6R)-5-benzyloxy-3,4-dihydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

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Technology Process of Acetic acid (2R,3S,4S,5R,6R)-5-benzyloxy-3,4-dihydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

There total 1 articles about Acetic acid (2R,3S,4S,5R,6R)-5-benzyloxy-3,4-dihydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl 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: 68.0%

: 75-36-5
acetyl chloride

: 173314-29-9
phenyl 2-O-benzyl-1-thio-α-D-glucopyranoside

: 181025-97-8
Acetic acid (2R,3S,4S,5R,6R)-5-benzyloxy-3,4-dihydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: With 2,4,6-trimethyl-pyridine; In dichloromethane; at 23 ℃; for 24h;
DOI:10.1016/0960-894X(96)00235-1

Reference yield: 88.0%

: 116-11-0
2-Methoxypropene

: 181025-97-8
Acetic acid (2R,3S,4S,5R,6R)-5-benzyloxy-3,4-dihydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

: 181025-98-9
Acetic acid (3aR,4R,6R,7R,7aS)-7-benzyloxy-2,2-dimethyl-6-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethyl ester

Guidance literature:: With SCA; In dichloromethane; at 23 ℃; for 1h;
DOI:10.1016/0960-894X(96)00235-1

Reference yield:

: 181025-97-8
Acetic acid (2R,3S,4S,5R,6R)-5-benzyloxy-3,4-dihydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

: 181026-02-8
6-[(2S,3R,4S,5R,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-((3aR,4R,6R,7R,7aS)-4-acetoxymethyl-7-benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-tetrahydro-pyran-2-yloxy]-hexanoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / SCA / CH₂Cl₂ / 1 h / 23 °C

2: Cl₂ / CCl₄; CH₂Cl₂ / 1 h / 23 °C

3: 89 percent / CF₃SO₃Ag, 2,6-di-tert-butyl-4-methylpyridine, molecular sieves 4 Angstroems / CH₂Cl₂ / 0.5 h / 0 °C

With 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; chlorine; In tetrachloromethane; dichloromethane;
DOI:10.1016/0960-894X(96)00235-1