methyl 3-O-benzyl-4-O-tert-butyldimethylsilyl-β-L-idopyranuronate 1,2-(methyl-orthoacetate)

Base Information

Chemical Name:methyl 3-O-benzyl-4-O-tert-butyldimethylsilyl-β-L-idopyranuronate 1,2-(methyl-orthoacetate)
CAS No.:1448263-56-6
Molecular Formula:C₂₃H₃₆O₈Si
Molecular Weight:468.62
Hs Code.:

Synonyms:methyl 3-O-benzyl-4-O-tert-butyldimethylsilyl-β-L-idopyranuronate 1,2-(methyl-orthoacetate)

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Chemical Property of methyl 3-O-benzyl-4-O-tert-butyldimethylsilyl-β-L-idopyranuronate 1,2-(methyl-orthoacetate)

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Technology Process of methyl 3-O-benzyl-4-O-tert-butyldimethylsilyl-β-L-idopyranuronate 1,2-(methyl-orthoacetate)

There total 3 articles about methyl 3-O-benzyl-4-O-tert-butyldimethylsilyl-β-L-idopyranuronate 1,2-(methyl-orthoacetate) 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%

: 69739-34-0
t-butyldimethylsiyl triflate

: 92955-20-9
methyl 3-O-benzyl-β-L-idopyranuronate 1,2-(methyl orthoacetate)

: 1448263-56-6
methyl 3-O-benzyl-4-O-tert-butyldimethylsilyl-β-L-idopyranuronate 1,2-(methyl-orthoacetate)

Guidance literature:: With pyridine; at -10 - 0 ℃; Inert atmosphere;
DOI:10.1021/ja4027727

Reference yield:

: 87326-79-2
methyl 1,2,4-tri-O-acetyl-3-O-benzyl-β-L-idopyranosyluronate

: 1448263-56-6
methyl 3-O-benzyl-4-O-tert-butyldimethylsilyl-β-L-idopyranuronate 1,2-(methyl-orthoacetate)

Guidance literature:: Multi-step reaction with 3 steps

1.1: titanium(IV) bromide / dichloromethane / 16 h / 20 °C / Darkness; Inert atmosphere

1.2: 14 h / 20 °C / Inert atmosphere

2.1: sodium methylate / methanol / -10 - 5 °C / Inert atmosphere

3.1: pyridine / -10 - 0 °C / Inert atmosphere

With pyridine; sodium methylate; titanium(IV) bromide; In methanol; dichloromethane;
DOI:10.1021/ja4027727

Reference yield:

: 87326-81-6
methyl 4-O-acetyl-3-O-benzyl-β-L-idopyranuronate 1,2-(methyl orthoacetate)

: 1448263-56-6
methyl 3-O-benzyl-4-O-tert-butyldimethylsilyl-β-L-idopyranuronate 1,2-(methyl-orthoacetate)

Guidance literature:: Multi-step reaction with 2 steps

1: sodium methylate / methanol / -10 - 5 °C / Inert atmosphere

2: pyridine / -10 - 0 °C / Inert atmosphere

With pyridine; sodium methylate; In methanol;
DOI:10.1021/ja4027727