(Z)-methyl 8,12-anhydro-2,3,4,9,10,11,13-hepta-O-benzyl-6,7-dideoxy-α-D-glycero-D-gulo-tridec-6-enopyranoside

Base Information

Chemical Name:(Z)-methyl 8,12-anhydro-2,3,4,9,10,11,13-hepta-O-benzyl-6,7-dideoxy-α-D-glycero-D-gulo-tridec-6-enopyranoside
CAS No.:139195-45-2
Molecular Formula:C₆₃H₆₆O₁₀
Molecular Weight:983.211
Hs Code.:

Synonyms:(Z)-methyl 8,12-anhydro-2,3,4,9,10,11,13-hepta-O-benzyl-6,7-dideoxy-α-D-glycero-D-gulo-tridec-6-enopyranoside

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Chemical Property of (Z)-methyl 8,12-anhydro-2,3,4,9,10,11,13-hepta-O-benzyl-6,7-dideoxy-α-D-glycero-D-gulo-tridec-6-enopyranoside

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Technology Process of (Z)-methyl 8,12-anhydro-2,3,4,9,10,11,13-hepta-O-benzyl-6,7-dideoxy-α-D-glycero-D-gulo-tridec-6-enopyranoside

There total 10 articles about (Z)-methyl 8,12-anhydro-2,3,4,9,10,11,13-hepta-O-benzyl-6,7-dideoxy-α-D-glycero-D-gulo-tridec-6-enopyranoside 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: 100.0%

: 89160-12-3
C₆₃H₆₄O₁₀

: 139195-45-2
(Z)-methyl 8,12-anhydro-2,3,4,9,10,11,13-hepta-O-benzyl-6,7-dideoxy-α-D-glycero-D-gulo-tridec-6-enopyranoside

Guidance literature:: With quinoline; hydrogen; Lindlar's catalyst; In ethyl acetate; for 0.333333h; Ambient temperature;
DOI:10.1021/jo00022a039

Reference yield:

: 252851-42-6
methyl S,S-dioxo-2,3,4-tri-O-benzyl-6-S-(2',6'-anhydro-3',4',5',7'-tetra-O-benzyl-1'-deoxy-D-glycero-D-gulo-heptitol-1-yl)-6-thio-α-D-glucopyranoside

: 139195-45-2
(Z)-methyl 8,12-anhydro-2,3,4,9,10,11,13-hepta-O-benzyl-6,7-dideoxy-α-D-glycero-D-gulo-tridec-6-enopyranoside

: (E)-methyl 8,12-anhydro-2,3,4,9,10,11,13-hepta-O-benzyl-6,7-dideoxy-α-D-glycero-D-gulo-tridec-6-enopyranoside

Guidance literature:: With aluminum oxide; potassium hydroxide; dibromodifluoromethane; In dichloromethane; tert-butyl alcohol; at 0 - 20 ℃; for 5h;
DOI:10.1002/1099-0690(200204)2002:7<1323::AID-EJOC1323>3.0.CO;2-8

Reference yield:

: 85716-43-4
methyl 6-deoxy-6-iodo-2,3,4-tri-O-benzyl-α-D-glucopyranoside

: 139195-45-2
(Z)-methyl 8,12-anhydro-2,3,4,9,10,11,13-hepta-O-benzyl-6,7-dideoxy-α-D-glycero-D-gulo-tridec-6-enopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / various solvent(s) / 72 h / 120 °C

2: 4A MS, HMPA, n-BuLi / tetrahydrofuran; hexane / 1.) -30 deg C to room temperature, 2.5 h, 2.) room temperature, 30 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; hexane;
DOI:10.1021/jo971177n