tert-butyldimethylsilyl (methyl 3,4-di-O-benzyl-α-L-idopyranosiduronate)-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:tert-butyldimethylsilyl (methyl 3,4-di-O-benzyl-α-L-idopyranosiduronate)-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside
CAS No.:717902-44-8
Molecular Formula:C₄₇H₅₉N₃O₁₁Si
Molecular Weight:870.084
Hs Code.:

Synonyms:tert-butyldimethylsilyl (methyl 3,4-di-O-benzyl-α-L-idopyranosiduronate)-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

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Chemical Property of tert-butyldimethylsilyl (methyl 3,4-di-O-benzyl-α-L-idopyranosiduronate)-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

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Technology Process of tert-butyldimethylsilyl (methyl 3,4-di-O-benzyl-α-L-idopyranosiduronate)-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

There total 3 articles about tert-butyldimethylsilyl (methyl 3,4-di-O-benzyl-α-L-idopyranosiduronate)-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside 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: 92.0%

: 717902-43-7
tert-butyldimethylsilyl (methyl 3,4-di-O-benzyl-2-O-levunoyl-α-L-idopyranosiduronate)-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

: 717902-44-8
tert-butyldimethylsilyl (methyl 3,4-di-O-benzyl-α-L-idopyranosiduronate)-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With pyridine; hydrazine hydrate; acetic acid; for 1h;
DOI:10.1021/jo035732z

Reference yield:

: 120312-09-6
tert-Butyldimethylsilyl-2-azido-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid

: 717902-44-8
tert-butyldimethylsilyl (methyl 3,4-di-O-benzyl-α-L-idopyranosiduronate)-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 74 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.75 h / -15 °C

2: 92 percent / pyridine; acetic acid; hydrazine hydrate / 1 h

With pyridine; trimethylsilyl trifluoromethanesulfonate; hydrazine hydrate; acetic acid; In dichloromethane;
DOI:10.1021/jo035732z

Reference yield:

: (2R,3S,4S,5R)-3,4-Bis-benzyloxy-5-(4-oxo-pentanoyloxy)-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 717902-44-8
tert-butyldimethylsilyl (methyl 3,4-di-O-benzyl-α-L-idopyranosiduronate)-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 74 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.75 h / -15 °C

2: 92 percent / pyridine; acetic acid; hydrazine hydrate / 1 h

With pyridine; trimethylsilyl trifluoromethanesulfonate; hydrazine hydrate; acetic acid; In dichloromethane;
DOI:10.1021/jo035732z