methyl-2,3,4-tri-O-benzyl-6,7-dideoxy-6,6,7,7-tetradehydro-α-D-glucoheptopyranoside

Base Information

Chemical Name:methyl-2,3,4-tri-O-benzyl-6,7-dideoxy-6,6,7,7-tetradehydro-α-D-glucoheptopyranoside
CAS No.:161663-92-9
Molecular Formula:C₂₉H₃₀O₅
Molecular Weight:458.554
Hs Code.:

Synonyms:methyl-2,3,4-tri-O-benzyl-6,7-dideoxy-6,6,7,7-tetradehydro-α-D-glucoheptopyranoside

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Chemical Property of methyl-2,3,4-tri-O-benzyl-6,7-dideoxy-6,6,7,7-tetradehydro-α-D-glucoheptopyranoside

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Technology Process of methyl-2,3,4-tri-O-benzyl-6,7-dideoxy-6,6,7,7-tetradehydro-α-D-glucoheptopyranoside

There total 2 articles about methyl-2,3,4-tri-O-benzyl-6,7-dideoxy-6,6,7,7-tetradehydro-α-D-glucoheptopyranoside 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: 67.0%

: 89160-10-1
methyl 7,7-dibromo-6,7-dideoxy-2,3,4-tri-O-benzyl-α-D-gluco-hept-6-enopyranoside

: 161663-92-9
methyl-2,3,4-tri-O-benzyl-6,7-dideoxy-6,6,7,7-tetradehydro-α-D-glucoheptopyranoside

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;
DOI:10.1021/jo0005619

Reference yield:

: 210834-15-4,641635-63-4
methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

: 161663-92-9
methyl-2,3,4-tri-O-benzyl-6,7-dideoxy-6,6,7,7-tetradehydro-α-D-glucoheptopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -40 - 20 °C

2: 69 percent / PPh₃; Et₃N / CH₂Cl₂ / 0 - 20 °C

3: 67 percent / LDA / tetrahydrofuran / -78 °C

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; 1: Oxidation / 2: dibromomethylenation / 3: Dehydrobromination;
DOI:10.1021/jo0005619

Reference yield: 99.0%

: 135145-81-2
3,4,6-tri-O-triisopropylsilyl-1-iodo-D-glucal

: 161663-92-9
methyl-2,3,4-tri-O-benzyl-6,7-dideoxy-6,6,7,7-tetradehydro-α-D-glucoheptopyranoside

: 1241951-03-0
C₆₂H₉₈O₉Si₃

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1021/ol101625p