1,6-anhydro-3-{(1R)-2,6-anhydro-3,4,5,7-tetrakis-O-[(tert-butyl)dimethylsilyl]-D-glycero-L-manno-heptitol-1-C-yl}-2-[(N-benzyl-N-methoxy)amino]-2,3-dideoxy-β-D-xylo-hexopyran-4-ulose

Base Information

Chemical Name:1,6-anhydro-3-{(1R)-2,6-anhydro-3,4,5,7-tetrakis-O-[(tert-butyl)dimethylsilyl]-D-glycero-L-manno-heptitol-1-C-yl}-2-[(N-benzyl-N-methoxy)amino]-2,3-dideoxy-β-D-xylo-hexopyran-4-ulose
CAS No.:860634-47-5
Molecular Formula:C₄₅H₈₅NO₁₀Si₄
Molecular Weight:912.513
Hs Code.:

1,6-anhydro-3-{(1R)-2,6-anhydro-3,4,5,7-tetrakis-O-[(tert-butyl)dimethylsilyl]-D-glycero-L-manno-heptitol-1-C-yl}-2-[(N-benzyl-N-methoxy)amino]-2,3-dideoxy-β-D-xylo-hexopyran-4-ulose

Synonyms:1,6-anhydro-3-{(1R)-2,6-anhydro-3,4,5,7-tetrakis-O-[(tert-butyl)dimethylsilyl]-D-glycero-L-manno-heptitol-1-C-yl}-2-[(N-benzyl-N-methoxy)amino]-2,3-dideoxy-β-D-xylo-hexopyran-4-ulose

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Chemical Property of 1,6-anhydro-3-{(1R)-2,6-anhydro-3,4,5,7-tetrakis-O-[(tert-butyl)dimethylsilyl]-D-glycero-L-manno-heptitol-1-C-yl}-2-[(N-benzyl-N-methoxy)amino]-2,3-dideoxy-β-D-xylo-hexopyran-4-ulose

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Technology Process of 1,6-anhydro-3-{(1R)-2,6-anhydro-3,4,5,7-tetrakis-O-[(tert-butyl)dimethylsilyl]-D-glycero-L-manno-heptitol-1-C-yl}-2-[(N-benzyl-N-methoxy)amino]-2,3-dideoxy-β-D-xylo-hexopyran-4-ulose

There total 7 articles about 1,6-anhydro-3-{(1R)-2,6-anhydro-3,4,5,7-tetrakis-O-[(tert-butyl)dimethylsilyl]-D-glycero-L-manno-heptitol-1-C-yl}-2-[(N-benzyl-N-methoxy)amino]-2,3-dideoxy-β-D-xylo-hexopyran-4-ulose 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: 82.0%

: 20056-98-8
N-benzyl-N-methoxyamine

: 328386-10-3
1,6-Anhydro-3-C-{(1R)-2,6-anhydro-3,4,5,7-tetra-O-[(tert-butyl)dimethylsilyl]-D-glycero-L-manno-heptitol-1-C-yl}-2,3-dideoxy-β-D-glycero-hex-2-enopyranos-4-ulose

: 860634-47-5
1,6-anhydro-3-{(1R)-2,6-anhydro-3,4,5,7-tetrakis-O-[(tert-butyl)dimethylsilyl]-D-glycero-L-manno-heptitol-1-C-yl}-2-[(N-benzyl-N-methoxy)amino]-2,3-dideoxy-β-D-xylo-hexopyran-4-ulose

Guidance literature:: N-benzyl-N-methoxyamine; 1,6-Anhydro-3-C-{(1R)-2,6-anhydro-3,4,5,7-tetra-O-[(tert-butyl)dimethylsilyl]-D-glycero-L-manno-heptitol-1-C-yl}-2,3-dideoxy-β-D-glycero-hex-2-enopyranos-4-ulose; In dichloromethane; at 20 ℃; for 12h;

With silica gel; In diethyl ether; Petroleum ether; at 20 ℃;
DOI:10.1002/chem.200401301

Reference yield:

: 328386-07-8
2,3,4,6-Tetra-O-[(tert-butyl)dimethylsilyl]-C-β-D-galactopyranosylformaldehyde

: 860634-47-5
1,6-anhydro-3-{(1R)-2,6-anhydro-3,4,5,7-tetrakis-O-[(tert-butyl)dimethylsilyl]-D-glycero-L-manno-heptitol-1-C-yl}-2-[(N-benzyl-N-methoxy)amino]-2,3-dideoxy-β-D-xylo-hexopyran-4-ulose

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / Et₂AlI / toluene; CH₂Cl₂ / 2 h / -78 °C

2: CH₂Cl₂ / 12 h / 20 °C

With diethylaluminum iodide; In dichloromethane; toluene; 1: Oshima-Nozaki condensation;
DOI:10.1002/chem.200401301