(2S,3S,4R)-2-hydroxy-3,4-O-isopropylidene-5(E,Z)-octadecen-1-yl 2,3,4-tri-O-benzyl-6-O-methyl-α-D-galactopyranoside

Base Information

Chemical Name:(2S,3S,4R)-2-hydroxy-3,4-O-isopropylidene-5(E,Z)-octadecen-1-yl 2,3,4-tri-O-benzyl-6-O-methyl-α-D-galactopyranoside
CAS No.:1215176-74-1
Molecular Formula:C₄₉H₇₀O₉
Molecular Weight:803.089
Hs Code.:

Synonyms:(2S,3S,4R)-2-hydroxy-3,4-O-isopropylidene-5(E,Z)-octadecen-1-yl 2,3,4-tri-O-benzyl-6-O-methyl-α-D-galactopyranoside

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Chemical Property of (2S,3S,4R)-2-hydroxy-3,4-O-isopropylidene-5(E,Z)-octadecen-1-yl 2,3,4-tri-O-benzyl-6-O-methyl-α-D-galactopyranoside

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Technology Process of (2S,3S,4R)-2-hydroxy-3,4-O-isopropylidene-5(E,Z)-octadecen-1-yl 2,3,4-tri-O-benzyl-6-O-methyl-α-D-galactopyranoside

There total 4 articles about (2S,3S,4R)-2-hydroxy-3,4-O-isopropylidene-5(E,Z)-octadecen-1-yl 2,3,4-tri-O-benzyl-6-O-methyl-α-D-galactopyranoside 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: 47.0%

: 1215176-71-8
trichloroacetoimidoyl 2,3,4-tri-O-benzyl-6-O-methyl-α,β-D-galactopyranoside

: 1215176-73-0
(2S,3S,4R)-1,2-dihydroxy-3,4-O-isopropylidene-5(E,Z)-octadecene

: 1215176-74-1
(2S,3S,4R)-2-hydroxy-3,4-O-isopropylidene-5(E,Z)-octadecen-1-yl 2,3,4-tri-O-benzyl-6-O-methyl-α-D-galactopyranoside

: (2S,3S,4R)-2-hydroxy-3,4-O-isopropylidene-5(Z)-octadecen-1-yl 2,3,4-tri-O-benzyl-6-O-methyl-β-D-galactopyranoside

: (2S,3S,4R)-2-hydroxy-3,4-O-isopropylidene-5(E)-octadecen-1-yl 2,3,4-tri-O-benzyl-6-O-methyl-β-D-galactopyranoside

Guidance literature:: trichloroacetoimidoyl 2,3,4-tri-O-benzyl-6-O-methyl-α,β-D-galactopyranoside; (2S,3S,4R)-1,2-dihydroxy-3,4-O-isopropylidene-5(E,Z)-octadecene; In dichloromethane; at 20 - 30 ℃; for 0.5h; Molecular sieve;

With silver trifluoromethanesulfonate; In dichloromethane; at -5 - 30 ℃; for 2h;

Reference yield:

: 4356-80-3,34212-64-1,40653-32-5,53008-65-4,68027-27-0,73111-53-2,128184-63-4,138794-99-7,55094-38-7,641635-63-4
methyl 2,3,4-tri-O-benzyl-α-D-galactopyranoside

: 1215176-74-1
(2S,3S,4R)-2-hydroxy-3,4-O-isopropylidene-5(E,Z)-octadecen-1-yl 2,3,4-tri-O-benzyl-6-O-methyl-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; tetrahydrofuran / 0.25 h / Cooling with ice

1.2: 16 h / 30 °C / Cooling with ice

2.1: acetic anhydride; sulfuric acid / 0.33 h / Cooling with ice

2.2: 0.5 h / 20 - 30 °C

3.1: caesium carbonate / dichloromethane / 16 h / 20 - 30 °C

4.1: dichloromethane / 0.5 h / 20 - 30 °C / Molecular sieve

4.2: 2 h / -5 - 30 °C

With sulfuric acid; acetic anhydride; sodium hydride; caesium carbonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 280136-44-9
methyl 2,3,4-tri-O-benzyl-6-O-methyl-α-D-galactopyranoside

: 1215176-74-1
(2S,3S,4R)-2-hydroxy-3,4-O-isopropylidene-5(E,Z)-octadecen-1-yl 2,3,4-tri-O-benzyl-6-O-methyl-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: acetic anhydride; sulfuric acid / 0.33 h / Cooling with ice

1.2: 0.5 h / 20 - 30 °C

2.1: caesium carbonate / dichloromethane / 16 h / 20 - 30 °C

3.1: dichloromethane / 0.5 h / 20 - 30 °C / Molecular sieve

3.2: 2 h / -5 - 30 °C

With sulfuric acid; acetic anhydride; caesium carbonate; In dichloromethane;