(2S,4aS,6R,7R,8S,8aR)-6-acetoxymethyl-7,8-diacetoxy-2-phenylhexahydro-4aH-pyrano[3,2-b][1,4]oxathiine (RS)-S-oxide

Base Information

Chemical Name:(2S,4aS,6R,7R,8S,8aR)-6-acetoxymethyl-7,8-diacetoxy-2-phenylhexahydro-4aH-pyrano[3,2-b][1,4]oxathiine (RS)-S-oxide
CAS No.:1372765-79-1
Molecular Formula:C₂₀H₂₄O₉S
Molecular Weight:440.471
Hs Code.:

Synonyms:(2S,4aS,6R,7R,8S,8aR)-6-acetoxymethyl-7,8-diacetoxy-2-phenylhexahydro-4aH-pyrano[3,2-b][1,4]oxathiine (RS)-S-oxide

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Chemical Property of (2S,4aS,6R,7R,8S,8aR)-6-acetoxymethyl-7,8-diacetoxy-2-phenylhexahydro-4aH-pyrano[3,2-b][1,4]oxathiine (RS)-S-oxide

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Technology Process of (2S,4aS,6R,7R,8S,8aR)-6-acetoxymethyl-7,8-diacetoxy-2-phenylhexahydro-4aH-pyrano[3,2-b][1,4]oxathiine (RS)-S-oxide

There total 1 articles about (2S,4aS,6R,7R,8S,8aR)-6-acetoxymethyl-7,8-diacetoxy-2-phenylhexahydro-4aH-pyrano[3,2-b][1,4]oxathiine (RS)-S-oxide 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: 92.4%

: (2S,4aS,6R,7R,8S,8aR)-6-acetoxymethyl-7,8-diacetoxy-2-phenylhexahydro-4aH-pyrano[3,2-b][1,4]oxathiine

: 1372765-79-1
(2S,4aS,6R,7R,8S,8aR)-6-acetoxymethyl-7,8-diacetoxy-2-phenylhexahydro-4aH-pyrano[3,2-b][1,4]oxathiine (RS)-S-oxide

Guidance literature:: With dihydrogen peroxide; phenol; In water; at 60 ℃; for 3h; Solvent; Temperature; chemoselective reaction; Green chemistry;
DOI:10.1016/j.tetlet.2016.04.045

Reference yield: 98.5%

: 621-23-8
1,2,3-trimethoxybenzene

: 1372765-79-1
(2S,4aS,6R,7R,8S,8aR)-6-acetoxymethyl-7,8-diacetoxy-2-phenylhexahydro-4aH-pyrano[3,2-b][1,4]oxathiine (RS)-S-oxide

: 151607-36-2
4-(2-hydroxyethyl)phenyl benzoate

: 3,4,6-tri-O-acetyl-2-O-{(1S)-1-phenyl-2-[(2,4,6-trimethoxyphenyl)sulfanyl]ethyl}-α-D-glucopyranosyl 2-(4-benzoyloxyphenyl)ethyl ether

Guidance literature:: 1,2,3-trimethoxybenzene; (2S,4aS,6R,7R,8S,8aR)-6-acetoxymethyl-7,8-diacetoxy-2-phenylhexahydro-4aH-pyrano[3,2-b][1,4]oxathiine (RS)-S-oxide; In dichloromethane; for 1h; Inert atmosphere; Molecular sieve;

With trifluoromethylsulfonic anhydride; In dichloromethane; at -10 ℃; for 0.5h; Inert atmosphere; Molecular sieve;

4-(2-hydroxyethyl)phenyl benzoate; In dichloromethane; at -40 - 20 ℃; for 16h; stereoselective reaction; Inert atmosphere; Molecular sieve;
DOI:10.1016/j.tetlet.2016.04.045

Reference yield:

: 621-23-8
1,2,3-trimethoxybenzene

: 358-23-6
trifluoromethylsulfonic anhydride

: 1372765-79-1
(2S,4aS,6R,7R,8S,8aR)-6-acetoxymethyl-7,8-diacetoxy-2-phenylhexahydro-4aH-pyrano[3,2-b][1,4]oxathiine (RS)-S-oxide

: 4-S-(2,3,5-trimethoxylphenyl)-2-(S)-phenyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-β-D-glucopyranoso)[1,2-e]-1,4-oxathianium triflate

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; In dichloromethane; at -10 ℃; for 0.5h; Molecular sieve; Inert atmosphere;
DOI:10.1021/ja3018187