methyl 8,12-anhydro-2,3,4,9,10,11,13-hepta-O-benzyl-6,7-dideoxy-α-D-glycero-D-gulo-D-gluco-tridecopyranoside

Base Information

• Chemical Name: methyl 8,12-anhydro-2,3,4,9,10,11,13-hepta-O-benzyl-6,7-dideoxy-α-D-glycero-D-gulo-D-gluco-tridecopyranoside
• CAS No.: 139242-12-9
• Molecular Formula: C₆₃H₆₈O₁₀
• Molecular Weight: 985.227

Synonyms:methyl 8,12-anhydro-2,3,4,9,10,11,13-hepta-O-benzyl-6,7-dideoxy-α-D-glycero-D-gulo-D-gluco-tridecopyranoside

Chemical Property of methyl 8,12-anhydro-2,3,4,9,10,11,13-hepta-O-benzyl-6,7-dideoxy-α-D-glycero-D-gulo-D-gluco-tridecopyranoside

Chemical Property:

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Technology Process of methyl 8,12-anhydro-2,3,4,9,10,11,13-hepta-O-benzyl-6,7-dideoxy-α-D-glycero-D-gulo-D-gluco-tridecopyranoside

There total 4 articles about methyl 8,12-anhydro-2,3,4,9,10,11,13-hepta-O-benzyl-6,7-dideoxy-α-D-glycero-D-gulo-D-gluco-tridecopyranoside 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: 96.0%

(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 (139195-45-2) → methyl 8,12-anhydro-2,3,4,9,10,11,13-hepta-O-benzyl-6,7-dideoxy-α-D-glycero-D-gulo-D-gluco-tridecopyranoside (139242-12-9)

Guidance literature:

With potassium diazodicarboxylate; acetic acid; In 1,4-dioxane; for 24h; Ambient temperature;

DOI:10.1021/jo00022a039

Reference yield: 91.0%

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 (252851-44-8) → methyl 8,12-anhydro-2,3,4,9,10,11,13-hepta-O-benzyl-6,7-dideoxy-α-D-glycero-D-gulo-D-gluco-tridecopyranoside (139242-12-9)

Guidance literature:

With sodium acetate; toluene-4-sulfonic acid hydrazide; In 1,2-dimethoxyethane; at 85 ℃; for 1h;

DOI:10.1039/b106029p

Reference yield: 89.0%

C65H70O11S2 → methyl 8,12-anhydro-2,3,4,9,10,11,13-hepta-O-benzyl-6,7-dideoxy-α-D-glycero-D-gulo-D-gluco-tridecopyranoside (139242-12-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene;

DOI:10.1016/j.carres.2009.02.032

upstream raw materials:

(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

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

C₆₃H₆₄O₁₀

Downstream raw materials:

methyl 8,12-anhydro-6,7-dideoxy-α-D-glycero-D-gulo-tridecopyranoside

4,8:11,15-dianhydro-5,6,7,12,13,14,16-hepta-O-benzyl-1,2,3,9,10-pentadeoxy-D-erythro-L-talo-D-ido-hexadec-1-enitol

1-O-acetyl 8,12-anhydro-2,3,4,9,10,11,13-hepta-O-benzyl-6,7-dideoxy-α,β-D-glycero-D-gulo-D-gluco-tridecopyranose

8,12-anhydro-2,3,4,9,10,11,13-hepta-O-benzyl-6,7-dideoxy-D-glycero-D-gulo-D-gluco-tridecopyranolactone

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