benzyl 5-C-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl)-2,3-O-isopropylidene-β-D-allo-pentopyranoside

Base Information

Chemical Name:benzyl 5-C-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl)-2,3-O-isopropylidene-β-D-allo-pentopyranoside
CAS No.:142010-71-7
Molecular Formula:C₂₇H₃₈O₁₀
Molecular Weight:522.593
Hs Code.:

Synonyms:benzyl 5-C-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl)-2,3-O-isopropylidene-β-D-allo-pentopyranoside

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Chemical Property of benzyl 5-C-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl)-2,3-O-isopropylidene-β-D-allo-pentopyranoside

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Technology Process of benzyl 5-C-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl)-2,3-O-isopropylidene-β-D-allo-pentopyranoside

There total 4 articles about benzyl 5-C-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl)-2,3-O-isopropylidene-β-D-allo-pentopyranoside 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: 76.0%

: 142010-70-6
benzyl 5-C-(6-deoxy-1,2:3,4-di-O-isopyropylidene-α-D-galactopyranos-6-yl)-2,3-O-isopropylidene-β-D-ribo-pentopyranosid-4-ulose

: 142010-71-7
benzyl 5-C-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl)-2,3-O-isopropylidene-β-D-allo-pentopyranoside

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; for 2h;
DOI:10.1016/S0008-6215(00)90560-3

Reference yield:

: 124582-54-3,124582-55-4
6-deoxy-7-C-(2-furyl)-1,2:3,4-di-O-isopropylidene-L-glycero-α-D-galacto-heptopyranose

: 142010-71-7
benzyl 5-C-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl)-2,3-O-isopropylidene-β-D-allo-pentopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: Br₂, acetonitrile, water / 0.17 h / 0 °C

2: 17 percent / AgO / CH₂Cl₂ / 12 h / Ambient temperature

3: 1.) AgClO₃, OsO₄, 2.) 4-toluenesulfonic acid / 1.) oxolane, water, r.t., 48 h, 2.) acetone, r.t., overnight

4: 76 percent / NaBH₄ / tetrahydrofuran / 2 h

With silver(II) oxide; sodium tetrahydroborate; osmium(VIII) oxide; silver(I) chlorate; water; bromine; toluene-4-sulfonic acid; acetonitrile; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0008-6215(00)90560-3

Reference yield:

: (R)-6-Hydroxy-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl)-6H-pyran-3-one

: 142010-71-7
benzyl 5-C-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl)-2,3-O-isopropylidene-β-D-allo-pentopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 17 percent / AgO / CH₂Cl₂ / 12 h / Ambient temperature

2: 1.) AgClO₃, OsO₄, 2.) 4-toluenesulfonic acid / 1.) oxolane, water, r.t., 48 h, 2.) acetone, r.t., overnight

3: 76 percent / NaBH₄ / tetrahydrofuran / 2 h

With silver(II) oxide; sodium tetrahydroborate; osmium(VIII) oxide; silver(I) chlorate; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0008-6215(00)90560-3