benzyl (2-O-acetyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→4)-2,3-di-O-benzyl-1-deoxy-1-(prop-2-enyl)-β-D-galactopyranuronate

Base Information

Chemical Name:benzyl (2-O-acetyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→4)-2,3-di-O-benzyl-1-deoxy-1-(prop-2-enyl)-β-D-galactopyranuronate
CAS No.:1431974-53-6
Molecular Formula:C₅₂H₅₆O₁₁
Molecular Weight:857.01
Hs Code.:

Synonyms:benzyl (2-O-acetyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→4)-2,3-di-O-benzyl-1-deoxy-1-(prop-2-enyl)-β-D-galactopyranuronate

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Chemical Property of benzyl (2-O-acetyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→4)-2,3-di-O-benzyl-1-deoxy-1-(prop-2-enyl)-β-D-galactopyranuronate

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Technology Process of benzyl (2-O-acetyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→4)-2,3-di-O-benzyl-1-deoxy-1-(prop-2-enyl)-β-D-galactopyranuronate

There total 3 articles about benzyl (2-O-acetyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→4)-2,3-di-O-benzyl-1-deoxy-1-(prop-2-enyl)-β-D-galactopyranuronate 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: 54.0%

: benzyl 2,6-anhydro-4,5-di-O-benzyl-7,8,9-trideoxy-D-glycero-L-galacto-non-8-enonate

: 106848-97-9
2-O-acetyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl bromide

: 1431974-53-6
benzyl (2-O-acetyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→4)-2,3-di-O-benzyl-1-deoxy-1-(prop-2-enyl)-β-D-galactopyranuronate

Guidance literature:: benzyl 2,6-anhydro-4,5-di-O-benzyl-7,8,9-trideoxy-D-glycero-L-galacto-non-8-enonate; 2-O-acetyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl bromide; With 2,6-di-tert-butyl-4-methylpyridine; In dichloromethane; at 20 ℃; for 2h; Molecular sieve; Inert atmosphere; Darkness;

With silver trifluoromethanesulfonate; In dichloromethane; at -70 - 20 ℃; for 20h; Molecular sieve; Inert atmosphere;
DOI:10.3998/ark.5550190.0014.226

Reference yield: 18.0%

: benzyl 2,6-anhydro-4,5-di-O-benzyl-7,8,9-trideoxy-D-glycero-L-galacto-non-8-enonate

: 1245189-96-1
acetyl 2-O-acetyl-3,4-di-O-benzyl-L-rhamnoopyranoside

: 1431974-53-6
benzyl (2-O-acetyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→4)-2,3-di-O-benzyl-1-deoxy-1-(prop-2-enyl)-β-D-galactopyranuronate

: 1431974-58-1
C₃₂H₃₄O₇

Guidance literature:: benzyl 2,6-anhydro-4,5-di-O-benzyl-7,8,9-trideoxy-D-glycero-L-galacto-non-8-enonate; acetyl 2-O-acetyl-3,4-di-O-benzyl-L-rhamnoopyranoside; In dichloromethane; at 20 ℃; for 2h; Molecular sieve; Inert atmosphere; Darkness;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -70 - 20 ℃; Molecular sieve; Inert atmosphere;
DOI:10.3998/ark.5550190.0014.226

Reference yield:

: 1245189-96-1
acetyl 2-O-acetyl-3,4-di-O-benzyl-L-rhamnoopyranoside

: 1431974-53-6
benzyl (2-O-acetyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→4)-2,3-di-O-benzyl-1-deoxy-1-(prop-2-enyl)-β-D-galactopyranuronate

Guidance literature:: Multi-step reaction with 2 steps

1.1: Oxalyl bromide / dichloromethane / 2 h / -40 - 20 °C / Inert atmosphere

2.1: 2,6-di-tert-butyl-4-methylpyridine / dichloromethane / 2 h / 20 °C / Molecular sieve; Inert atmosphere; Darkness

2.2: 20 h / -70 - 20 °C / Molecular sieve; Inert atmosphere

With 2,6-di-tert-butyl-4-methylpyridine; Oxalyl bromide; In dichloromethane;
DOI:10.3998/ark.5550190.0014.226