4,5,7,8-tetra-O-benzyl-3-benzyloxycarbonylamino-2,3-dideoxy-1-C-phenyl-D-glycero-D-ido-1-octulose

Base Information

Chemical Name:4,5,7,8-tetra-O-benzyl-3-benzyloxycarbonylamino-2,3-dideoxy-1-C-phenyl-D-glycero-D-ido-1-octulose
CAS No.:884507-70-4
Molecular Formula:C₅₀H₅₁NO₈
Molecular Weight:793.957
Hs Code.:

Synonyms:4,5,7,8-tetra-O-benzyl-3-benzyloxycarbonylamino-2,3-dideoxy-1-C-phenyl-D-glycero-D-ido-1-octulose

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Chemical Property of 4,5,7,8-tetra-O-benzyl-3-benzyloxycarbonylamino-2,3-dideoxy-1-C-phenyl-D-glycero-D-ido-1-octulose

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Technology Process of 4,5,7,8-tetra-O-benzyl-3-benzyloxycarbonylamino-2,3-dideoxy-1-C-phenyl-D-glycero-D-ido-1-octulose

There total 1 articles about 4,5,7,8-tetra-O-benzyl-3-benzyloxycarbonylamino-2,3-dideoxy-1-C-phenyl-D-glycero-D-ido-1-octulose 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: 81.0%

: 1021325-68-7
N-benzyloxycarbonyl 2,3,5,6-tetra-O-benzyl-α,β-D-glucofuranosylamine

: 13735-81-4
1-styrenyloxytrimethylsilane

: 884507-70-4
4,5,7,8-tetra-O-benzyl-3-benzyloxycarbonylamino-2,3-dideoxy-1-C-phenyl-D-glycero-D-ido-1-octulose

Guidance literature:: N-benzyloxycarbonyl 2,3,5,6-tetra-O-benzyl-α,β-D-glucofuranosylamine; 1-styrenyloxytrimethylsilane; With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at -40 ℃; for 72h;

With sodium hydrogencarbonate; In acetonitrile; Further stages.;
DOI:10.1021/jo8001134

Reference yield: 70.0%

: 884507-70-4
4,5,7,8-tetra-O-benzyl-3-benzyloxycarbonylamino-2,3-dideoxy-1-C-phenyl-D-glycero-D-ido-1-octulose

: 124-63-0
methanesulfonyl chloride

: 1021325-85-8
Methanesulfonic acid (1R,2R,3S,4R)-2,3-bis-benzyloxy-4-benzyloxycarbonylamino-1-((R)-1,2-bis-benzyloxy-ethyl)-6-oxo-6-phenyl-hexyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1021/jo8001134

Reference yield:

: 884507-70-4
4,5,7,8-tetra-O-benzyl-3-benzyloxycarbonylamino-2,3-dideoxy-1-C-phenyl-D-glycero-D-ido-1-octulose

: 4,5,7,8-tetra-O-benzyl-N-benzyloxycarbonylamino-2,3,6-trideoxy-3,6-imino-1-C-phenyl-D-glycero-L-gluco-1-octulose

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 5 h / 20 °C

2: t-BuOK / tetrahydrofuran / 12 h / 20 °C

With potassium tert-butylate; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol053078z