ethyl 2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:ethyl 2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside
CAS No.:1400594-74-2
Molecular Formula:C₂₆H₃₀O₇S
Molecular Weight:486.586
Hs Code.:

Synonyms:ethyl 2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

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Chemical Property of ethyl 2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

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Technology Process of ethyl 2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

There total 1 articles about ethyl 2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-1-thio-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%

: 141810-60-8
ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: 2937-50-0
Allyl chloroformate

: 1400594-74-2
ethyl 2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

Guidance literature:: With dmap; N,N,N,N,-tetramethylethylenediamine; In dichloromethane; at 0 - 20 ℃; for 16h;
DOI:10.1021/ja3069962

Reference yield: 86.0%

: 1400594-73-1
dimethylthexylsilyl 6-O-benzyl-2-deoxy-3-O-levulinoyl-2-(2,2,2-trichloroethoxy)carbonylamino-β-D-glucopyranoside

: 1400594-74-2
ethyl 2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: 1400595-03-0
dimethylthexylsilyl O-(2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1→4)-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-(2,2,2-trichloroethoxy)carbonylamino-β-D-glucopyranoside

Guidance literature:: dimethylthexylsilyl 6-O-benzyl-2-deoxy-3-O-levulinoyl-2-(2,2,2-trichloroethoxy)carbonylamino-β-D-glucopyranoside; ethyl 2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside; In dichloromethane; at 20 ℃; for 1h; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 1h; Molecular sieve; Inert atmosphere;
DOI:10.1021/ja3069962

Reference yield: 84.0%

: 1400594-74-2
ethyl 2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: dimethylthexylsilyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranoside

: dimethylthexylsilyl O-(2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1→4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: ethyl 2-O-allyloxycarbonyl-3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside; dimethylthexylsilyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranoside; In dichloromethane; toluene; for 1h; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; toluene; at -20 ℃; for 1h; Molecular sieve; Inert atmosphere;
DOI:10.1002/anie.201505420