2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->1)-(2S,3R)-2-azido-3-O-benzyl-pent-4-ene-1,3-diol

Base Information

Chemical Name:2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->1)-(2S,3R)-2-azido-3-O-benzyl-pent-4-ene-1,3-diol
CAS No.:879491-47-1
Molecular Formula:C₃₉H₄₁N₃O₇
Molecular Weight:663.77
Hs Code.:

Synonyms:2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->1)-(2S,3R)-2-azido-3-O-benzyl-pent-4-ene-1,3-diol

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Chemical Property of 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->1)-(2S,3R)-2-azido-3-O-benzyl-pent-4-ene-1,3-diol

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Technology Process of 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->1)-(2S,3R)-2-azido-3-O-benzyl-pent-4-ene-1,3-diol

There total 4 articles about 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->1)-(2S,3R)-2-azido-3-O-benzyl-pent-4-ene-1,3-diol 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:

: 6-(2-azido-3-hydroxy-pent-4-enyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: 100-39-0
benzyl bromide

: 879491-47-1
2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->1)-(2S,3R)-2-azido-3-O-benzyl-pent-4-ene-1,3-diol

Guidance literature:: 6-(2-azido-3-hydroxy-pent-4-enyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃;

benzyl bromide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 4h;
DOI:10.1002/chem.200500518

Reference yield:

: 879491-46-0
2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->1)-(2S,3R)-2-azido-3-O-benzoyl-pent-4-ene-1,3-diol

: 879491-47-1
2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->1)-(2S,3R)-2-azido-3-O-benzyl-pent-4-ene-1,3-diol

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaOMe / methanol / 3 h

2.1: NaH / dimethylformamide / 0 °C

2.2: 1.136 g / dimethylformamide / 4 h / 0 - 20 °C

With sodium methylate; sodium hydride; In methanol; N,N-dimethyl-formamide;
DOI:10.1002/chem.200500518

Reference yield:

: 206866-61-7
2,3-di-O-acetyl-4,6-O-benzylidene-D-glucopyranosyl trichloroacetimidate

: 879491-47-1
2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->1)-(2S,3R)-2-azido-3-O-benzyl-pent-4-ene-1,3-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / -50 - 20 °C

2.1: NaOMe / methanol / 3 h

3.1: NaH / dimethylformamide / 0 °C

3.2: 1.136 g / dimethylformamide / 4 h / 0 - 20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/chem.200500518