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

Base Information

Chemical Name:tert-butyldimethylsilyl (methyl 2-O-acetyl-3-O-benzyl-4-O-levulinoyl-α-L-idopyranosiduronate)-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside
CAS No.:920958-29-8
Molecular Formula:C₄₇H₆₁N₃O₁₄Si
Molecular Weight:920.099
Hs Code.:

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

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

There total 1 articles about tert-butyldimethylsilyl (methyl 2-O-acetyl-3-O-benzyl-4-O-levulinoyl-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: 86.0%

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

: 615543-20-9
methyl 2-O-acetyl-3-O-benzyl-4-O-levulinoyl-L-idopyranosiduronate trichloroacetimidate

: 920958-29-8
tert-butyldimethylsilyl (methyl 2-O-acetyl-3-O-benzyl-4-O-levulinoyl-α-L-idopyranosiduronate)-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -25 - -10 ℃; for 1.5h;
DOI:10.1002/chem.200601103

Reference yield: 90.0%

: 920958-29-8
tert-butyldimethylsilyl (methyl 2-O-acetyl-3-O-benzyl-4-O-levulinoyl-α-L-idopyranosiduronate)-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

: (2R,3S,4S,5R,6R)-5-Acetoxy-6-((2R,3S,4R,5R,6R)-5-azido-4-benzyloxy-2-benzyloxymethyl-6-hydroxy-tetrahydro-pyran-3-yloxy)-4-benzyloxy-3-(4-oxo-pentanoyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 4h;
DOI:10.1002/chem.200601103

Reference yield:

: 920958-29-8
tert-butyldimethylsilyl (methyl 2-O-acetyl-3-O-benzyl-4-O-levulinoyl-α-L-idopyranosiduronate)-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

: methyl 2-O-acetyl-3-O-benzyl-4-O-levulinoyl-α-L-idopyranosiduronate-(1->4)-(2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl) trichloroacetimidate

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / acetic acid; TBAF / tetrahydrofuran / 4 h / 20 °C

2: 92 percent / DBU / CH₂Cl₂ / 0.5 h / 0 °C

With tetrabutyl ammonium fluoride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane;
DOI:10.1002/chem.200601103