phenyl [methyl (2-O-acetyl-3-O-benzyl-4-O-levulinoyl-β-D-glucopyranosyl)uronate]-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl (2-O-benzoyl-3-O-benzyl-1-thio-α-L-idopyranoside)uronate

Base Information

Chemical Name:phenyl [methyl (2-O-acetyl-3-O-benzyl-4-O-levulinoyl-β-D-glucopyranosyl)uronate]-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl (2-O-benzoyl-3-O-benzyl-1-thio-α-L-idopyranoside)uronate
CAS No.:904313-32-2
Molecular Formula:C₆₃H₆₇N₃O₂₁S
Molecular Weight:1234.3
Hs Code.:

phenyl [methyl (2-O-acetyl-3-O-benzyl-4-O-levulinoyl-β-D-glucopyranosyl)uronate]-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl (2-O-benzoyl-3-O-benzyl-1-thio-α-L-idopyranoside)uronate

Synonyms:phenyl [methyl (2-O-acetyl-3-O-benzyl-4-O-levulinoyl-β-D-glucopyranosyl)uronate]-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl (2-O-benzoyl-3-O-benzyl-1-thio-α-L-idopyranoside)uronate

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Chemical Property of phenyl [methyl (2-O-acetyl-3-O-benzyl-4-O-levulinoyl-β-D-glucopyranosyl)uronate]-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl (2-O-benzoyl-3-O-benzyl-1-thio-α-L-idopyranoside)uronate

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Technology Process of phenyl [methyl (2-O-acetyl-3-O-benzyl-4-O-levulinoyl-β-D-glucopyranosyl)uronate]-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl (2-O-benzoyl-3-O-benzyl-1-thio-α-L-idopyranoside)uronate

There total 2 articles about phenyl [methyl (2-O-acetyl-3-O-benzyl-4-O-levulinoyl-β-D-glucopyranosyl)uronate]-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl (2-O-benzoyl-3-O-benzyl-1-thio-α-L-idopyranoside)uronate 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: 70.0%

: methyl (2-O-acetyl-3-O-benzyl-4-O-levulinoyl-β-D-glucopyranosyl)uronate-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-D-glucopyranosyl trichloroacetimidate

: 616876-73-4
methyl (phenyl 2-O-benzoyl-3-O-benzyl-1-thio-α-L-idopyranoside)uronate

: 904313-32-2
phenyl [methyl (2-O-acetyl-3-O-benzyl-4-O-levulinoyl-β-D-glucopyranosyl)uronate]-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl (2-O-benzoyl-3-O-benzyl-1-thio-α-L-idopyranoside)uronate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In toluene; at -78 ℃;
DOI:10.1016/j.carres.2006.02.020

Reference yield:

: 175978-45-7
(2R,3S,4S,5R,6S)-5-Benzoyloxy-4-benzyloxy-3-(4-oxo-pentanoyloxy)-6-phenylsulfanyl-tetrahydro-pyran-2-carboxylic acid methyl ester

: 904313-32-2
phenyl [methyl (2-O-acetyl-3-O-benzyl-4-O-levulinoyl-β-D-glucopyranosyl)uronate]-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl (2-O-benzoyl-3-O-benzyl-1-thio-α-L-idopyranoside)uronate

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / hydrazine acetate / CH₂Cl₂; methanol / 1 h / 20 °C

2: 70 percent / 4 Angstroem molecular sieves; TMSOTf / toluene / -78 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrazinium monoacetate; In methanol; dichloromethane; toluene;
DOI:10.1016/j.carres.2006.02.020

Reference yield: 79.0%

: 904313-32-2
phenyl [methyl (2-O-acetyl-3-O-benzyl-4-O-levulinoyl-β-D-glucopyranosyl)uronate]-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl (2-O-benzoyl-3-O-benzyl-1-thio-α-L-idopyranoside)uronate

: 501088-17-1
methyl 2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-α-D-glucopyranoside

: C₇₃H₈₂N₆O₂₇

Guidance literature:: phenyl [methyl (2-O-acetyl-3-O-benzyl-4-O-levulinoyl-β-D-glucopyranosyl)uronate]-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl (2-O-benzoyl-3-O-benzyl-1-thio-α-L-idopyranoside)uronate; With 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; 3 A molecular sieve; In dichloromethane; at -60 ℃; for 0.5h;

methyl 2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-α-D-glucopyranoside; In dichloromethane; at -40 - 20 ℃;
DOI:10.1016/j.carres.2006.02.020