(methyl 2,3,4-tri-O-benzyl-β-D-glucopyranosid-6-yl) 2-cyanoethyl 1-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-methyl-β-D-galactopyranosyl) 2,3,4-tri-O-benzyl-L-ribityl-5-phosphate

Base Information

Chemical Name:(methyl 2,3,4-tri-O-benzyl-β-D-glucopyranosid-6-yl) 2-cyanoethyl 1-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-methyl-β-D-galactopyranosyl) 2,3,4-tri-O-benzyl-L-ribityl-5-phosphate
CAS No.:230620-45-8
Molecular Formula:C₇₃H₈₃N₂O₁₈P
Molecular Weight:1307.44
Hs Code.:

(methyl 2,3,4-tri-O-benzyl-β-D-glucopyranosid-6-yl) 2-cyanoethyl 1-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-methyl-β-D-galactopyranosyl) 2,3,4-tri-O-benzyl-L-ribityl-5-phosphate

Synonyms:(methyl 2,3,4-tri-O-benzyl-β-D-glucopyranosid-6-yl) 2-cyanoethyl 1-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-methyl-β-D-galactopyranosyl) 2,3,4-tri-O-benzyl-L-ribityl-5-phosphate

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Chemical Property of (methyl 2,3,4-tri-O-benzyl-β-D-glucopyranosid-6-yl) 2-cyanoethyl 1-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-methyl-β-D-galactopyranosyl) 2,3,4-tri-O-benzyl-L-ribityl-5-phosphate

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Technology Process of (methyl 2,3,4-tri-O-benzyl-β-D-glucopyranosid-6-yl) 2-cyanoethyl 1-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-methyl-β-D-galactopyranosyl) 2,3,4-tri-O-benzyl-L-ribityl-5-phosphate

There total 19 articles about (methyl 2,3,4-tri-O-benzyl-β-D-glucopyranosid-6-yl) 2-cyanoethyl 1-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-methyl-β-D-galactopyranosyl) 2,3,4-tri-O-benzyl-L-ribityl-5-phosphate 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: 47.0%

: 507-09-5
tiolacetic acid

: 230620-44-7
(methyl 2,3,4-tri-O-benzyl-β-D-glucopyranosid-6-yl) 2-cyanoethyl 1-O-(2-azido-4,6-O-benzylidene-2-deoxy-3-O-methyl-β-D-galactopyranosyl) 2,3,4-tri-O-benzyl-L-ribityl-5-phosphate

: 230620-45-8
(methyl 2,3,4-tri-O-benzyl-β-D-glucopyranosid-6-yl) 2-cyanoethyl 1-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-methyl-β-D-galactopyranosyl) 2,3,4-tri-O-benzyl-L-ribityl-5-phosphate

Guidance literature:: at 20 ℃; for 17h;
DOI:10.1139/v99-056

Reference yield:

: 111549-97-4
2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

: 230620-45-8
(methyl 2,3,4-tri-O-benzyl-β-D-glucopyranosid-6-yl) 2-cyanoethyl 1-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-methyl-β-D-galactopyranosyl) 2,3,4-tri-O-benzyl-L-ribityl-5-phosphate

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaH / dimethylformamide / 0.33 h / 0 °C

1.2: 89 percent / dimethylformamide / 4 h / 20 °C

2.1: 69 percent / 10 percent Pd/C / methanol; H₂O / 10 h / 60 °C

3.1: 16 percent / TMSOTf / acetonitrile / 0.67 h / -50 °C

4.1: tetrazole / acetonitrile / 0.67 h

5.1: 84 percent / MCPBA / acetonitrile; CH₂Cl₂ / 0.33 h / 0 °C

6.1: 47 percent / 17 h / 20 °C

With 1H-tetrazole; palladium on activated charcoal; trimethylsilyl trifluoromethanesulfonate; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 1.1: Metallation / 1.2: Alkylation / 2.1: deprotection / 3.1: glycosylation / 4.1: glycosylation / 5.1: Oxidation / 6.1: Condensation;
DOI:10.1139/v99-056

Reference yield:

: 118964-49-1
5-O-allyl 2,3,4-tri-O-benzyl-D-ribose diethyl dithioacetal

: 230620-45-8
(methyl 2,3,4-tri-O-benzyl-β-D-glucopyranosid-6-yl) 2-cyanoethyl 1-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-methyl-β-D-galactopyranosyl) 2,3,4-tri-O-benzyl-L-ribityl-5-phosphate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 86 percent / aq. HgCl₂; CaCO₃ / acetonitrile / 1 h / 20 °C

2.1: 90 percent / NaBH₄ / methanol; H₂O / 10 h

3.1: NaH / dimethylformamide / 0.33 h / 0 °C

3.2: 89 percent / dimethylformamide / 4 h / 20 °C

4.1: 69 percent / 10 percent Pd/C / methanol; H₂O / 10 h / 60 °C

5.1: 16 percent / TMSOTf / acetonitrile / 0.67 h / -50 °C

6.1: tetrazole / acetonitrile / 0.67 h

7.1: 84 percent / MCPBA / acetonitrile; CH₂Cl₂ / 0.33 h / 0 °C

8.1: 47 percent / 17 h / 20 °C

With 1H-tetrazole; sodium tetrahydroborate; palladium on activated charcoal; trimethylsilyl trifluoromethanesulfonate; sodium hydride; 3-chloro-benzenecarboperoxoic acid; calcium carbonate; mercury dichloride; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 1.1: deprotection / 2.1: Reduction / 3.1: Metallation / 3.2: Alkylation / 4.1: deprotection / 5.1: glycosylation / 6.1: glycosylation / 7.1: Oxidation / 8.1: Condensation;
DOI:10.1139/v99-056