8,12-Anhydro-7-deoxy-8-C-methyl-1,3,4,5,9,10,11,13-octa-O-benzyl-D-glycero-D-ido-L-gulo-tridec-6-ulopyranose

Base Information

Chemical Name:8,12-Anhydro-7-deoxy-8-C-methyl-1,3,4,5,9,10,11,13-octa-O-benzyl-D-glycero-D-ido-L-gulo-tridec-6-ulopyranose
CAS No.:138354-11-7
Molecular Formula:C₇₀H₇₄O₁₁
Molecular Weight:1091.35
Hs Code.:

Synonyms:8,12-Anhydro-7-deoxy-8-C-methyl-1,3,4,5,9,10,11,13-octa-O-benzyl-D-glycero-D-ido-L-gulo-tridec-6-ulopyranose

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Chemical Property of 8,12-Anhydro-7-deoxy-8-C-methyl-1,3,4,5,9,10,11,13-octa-O-benzyl-D-glycero-D-ido-L-gulo-tridec-6-ulopyranose

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Technology Process of 8,12-Anhydro-7-deoxy-8-C-methyl-1,3,4,5,9,10,11,13-octa-O-benzyl-D-glycero-D-ido-L-gulo-tridec-6-ulopyranose

There total 2 articles about 8,12-Anhydro-7-deoxy-8-C-methyl-1,3,4,5,9,10,11,13-octa-O-benzyl-D-glycero-D-ido-L-gulo-tridec-6-ulopyranose 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: 66.0%

: 133697-34-4,97321-70-5
2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-D-gluco-hept-1-enitol

: 138354-11-7
8,12-Anhydro-7-deoxy-8-C-methyl-1,3,4,5,9,10,11,13-octa-O-benzyl-D-glycero-D-ido-L-gulo-tridec-6-ulopyranose

Guidance literature:: boron trifluoride diethyl etherate; In acetonitrile; at 0 ℃;
DOI:10.1021/jo00030a047

Reference yield:

: 13096-62-3
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

: 138354-11-7
8,12-Anhydro-7-deoxy-8-C-methyl-1,3,4,5,9,10,11,13-octa-O-benzyl-D-glycero-D-ido-L-gulo-tridec-6-ulopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) titanocene dichloride, 2.) pyridine / 1.) toluene, -60 deg C, 72 h, 2.) dry THF, dry toluene, - 60 deg C, 2 h then -20 deg C, 1.5 h

2: 66 percent / BF₃*OEt₂ / acetonitrile / 0 °C

With pyridine; titanocene dichloride; boron trifluoride diethyl etherate; In acetonitrile;
DOI:10.1021/jo00030a047