methyl 3-O-acetyl-2,6-anhydro-4,5-dideoxy-4-C-{[methyl (7S)-3,5,7-tri-O-acetyl-2,6-anhydro-4-O-benzoyl-L-glycero-D-manno-heptonate]-7-C-yl}-5-C-(phenylsulfonyl)-L-glycero-D-galacto-hepturonate diethyl dithioacetal

Base Information

Chemical Name:methyl 3-O-acetyl-2,6-anhydro-4,5-dideoxy-4-C-{[methyl (7S)-3,5,7-tri-O-acetyl-2,6-anhydro-4-O-benzoyl-L-glycero-D-manno-heptonate]-7-C-yl}-5-C-(phenylsulfonyl)-L-glycero-D-galacto-hepturonate diethyl dithioacetal
CAS No.:368446-14-4
Molecular Formula:C₄₁H₅₀O₁₈S₃
Molecular Weight:927.035
Hs Code.:

methyl 3-O-acetyl-2,6-anhydro-4,5-dideoxy-4-C-{[methyl (7S)-3,5,7-tri-O-acetyl-2,6-anhydro-4-O-benzoyl-L-glycero-D-manno-heptonate]-7-C-yl}-5-C-(phenylsulfonyl)-L-glycero-D-galacto-hepturonate diethyl dithioacetal

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Chemical Property of methyl 3-O-acetyl-2,6-anhydro-4,5-dideoxy-4-C-{[methyl (7S)-3,5,7-tri-O-acetyl-2,6-anhydro-4-O-benzoyl-L-glycero-D-manno-heptonate]-7-C-yl}-5-C-(phenylsulfonyl)-L-glycero-D-galacto-hepturonate diethyl dithioacetal

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Technology Process of methyl 3-O-acetyl-2,6-anhydro-4,5-dideoxy-4-C-{[methyl (7S)-3,5,7-tri-O-acetyl-2,6-anhydro-4-O-benzoyl-L-glycero-D-manno-heptonate]-7-C-yl}-5-C-(phenylsulfonyl)-L-glycero-D-galacto-hepturonate diethyl dithioacetal

There total 3 articles about methyl 3-O-acetyl-2,6-anhydro-4,5-dideoxy-4-C-{[methyl (7S)-3,5,7-tri-O-acetyl-2,6-anhydro-4-O-benzoyl-L-glycero-D-manno-heptonate]-7-C-yl}-5-C-(phenylsulfonyl)-L-glycero-D-galacto-hepturonate diethyl dithioacetal 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:

: 368446-13-3
methyl (7S)-3,5,7-tri-O-acetyl-7-C-[(1R,4R,5R,6S,7R,8S)-6-endo-(acetyloxy)-4-endo-(benzyloxy)-2-oxo-8-exo-(phenylsulfonyl)-3,9-dioxabicyclo[3.3.1]non-7-endo-yl]-2,6-anhydro-4-O-benzoyl-L-glycero-D-manno-heptonate

: 368446-14-4
methyl 3-O-acetyl-2,6-anhydro-4,5-dideoxy-4-C-{[methyl (7S)-3,5,7-tri-O-acetyl-2,6-anhydro-4-O-benzoyl-L-glycero-D-manno-heptonate]-7-C-yl}-5-C-(phenylsulfonyl)-L-glycero-D-galacto-hepturonate diethyl dithioacetal

Guidance literature:: Multi-step reaction with 2 steps

1: CF₃SO₃H / CH₂Cl₂ / 0.25 h / 20 °C

2: CH₂Cl₂ / 0.75 h / 20 °C

With trifluorormethanesulfonic acid; In dichloromethane;
DOI:10.1016/S0040-4039(99)00432-3

Reference yield:

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: C₄₀H₄₈O₁₈S₃

: 368446-14-4
methyl 3-O-acetyl-2,6-anhydro-4,5-dideoxy-4-C-{[methyl (7S)-3,5,7-tri-O-acetyl-2,6-anhydro-4-O-benzoyl-L-glycero-D-manno-heptonate]-7-C-yl}-5-C-(phenylsulfonyl)-L-glycero-D-galacto-hepturonate diethyl dithioacetal

Guidance literature:: In dichloromethane; at 20 ℃; for 0.75h; Yield given;
DOI:10.1016/S0040-4039(99)00432-3

Reference yield:

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 75-08-1
ethanethiol

: 368446-13-3
methyl (7S)-3,5,7-tri-O-acetyl-7-C-[(1R,4R,5R,6S,7R,8S)-6-endo-(acetyloxy)-4-endo-(benzyloxy)-2-oxo-8-exo-(phenylsulfonyl)-3,9-dioxabicyclo[3.3.1]non-7-endo-yl]-2,6-anhydro-4-O-benzoyl-L-glycero-D-manno-heptonate

: 368446-14-4
methyl 3-O-acetyl-2,6-anhydro-4,5-dideoxy-4-C-{[methyl (7S)-3,5,7-tri-O-acetyl-2,6-anhydro-4-O-benzoyl-L-glycero-D-manno-heptonate]-7-C-yl}-5-C-(phenylsulfonyl)-L-glycero-D-galacto-hepturonate diethyl dithioacetal

Guidance literature:: ethanethiol; methyl (7S)-3,5,7-tri-O-acetyl-7-C-[(1R,4R,5R,6S,7R,8S)-6-endo-(acetyloxy)-4-endo-(benzyloxy)-2-oxo-8-exo-(phenylsulfonyl)-3,9-dioxabicyclo[3.3.1]non-7-endo-yl]-2,6-anhydro-4-O-benzoyl-L-glycero-D-manno-heptonate; With trifluorormethanesulfonic acid; In dichloromethane;

diazomethane; In diethyl ether;
DOI:10.1002/1522-2675(20010613)84:6<1363::AID-HLCA1363>3.0.CO;2-M