tert-butyldimethylsilyl (methyl 2-O-acetyl-4-O-allyl-3-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 2-O-acetyl-4-O-allyl-3-O-benzyl-α-L-idopyranosiduronate)-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside
CAS No.:717902-46-0
Molecular Formula:C₄₅H₅₉N₃O₁₂Si
Molecular Weight:862.062
Hs Code.:

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

Synonyms:tert-butyldimethylsilyl (methyl 2-O-acetyl-4-O-allyl-3-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 2-O-acetyl-4-O-allyl-3-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 2-O-acetyl-4-O-allyl-3-O-benzyl-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-4-O-allyl-3-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: 88.0%

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

: 615543-04-9
methyl 2-O-acetyl-4-O-allyl-3-O-benzyl-L-idopyranosiduronate trichloroacetimidate

: 717902-46-0
tert-butyldimethylsilyl (methyl 2-O-acetyl-4-O-allyl-3-O-benzyl-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 -15 - 20 ℃; for 1h;
DOI:10.1021/jo035732z

Reference yield:

: 717902-46-0
tert-butyldimethylsilyl (methyl 2-O-acetyl-4-O-allyl-3-O-benzyl-α-L-idopyranosiduronate)-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

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

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 0 ℃; for 0.75h;
DOI:10.1021/jo035732z

Reference yield:

: 717902-46-0
tert-butyldimethylsilyl (methyl 2-O-acetyl-4-O-allyl-3-O-benzyl-α-L-idopyranosiduronate)-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

: C₅₅H₆₅NO₁₉

Guidance literature:: Multi-step reaction with 5 steps

1: tetra-n-butylammonium fluoride; acetic acid / tetrahydrofuran / 0.75 h / 0 °C

2: 950 mg / DBU / CH₂Cl₂ / 0 - 20 °C

3: 83 percent / trimethylsilyl trifluoromethanesulfonate; molecular sieves 4 Angstroem / CH₂Cl₂ / -25 °C

4: 84 percent / pyridine / 12 h

5: trifluoroacetic acid / 0.33 h

With pyridine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutyl ammonium fluoride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo035732z