methyl 9,10,13-tri-O-acetyl-11-O-(tetra-O-acetyl-β-D-glucopyranosyl)-8,12-anhydro-2,3,4-tri-O-benzyl-7-deoxy-7-nitro-α-D-arabino-D-manno-D-gluco-trideco-1,5-pyranoside

Base Information

Chemical Name:methyl 9,10,13-tri-O-acetyl-11-O-(tetra-O-acetyl-β-D-glucopyranosyl)-8,12-anhydro-2,3,4-tri-O-benzyl-7-deoxy-7-nitro-α-D-arabino-D-manno-D-gluco-trideco-1,5-pyranoside
CAS No.:262293-07-2
Molecular Formula:C₅₅H₆₇NO₂₅
Molecular Weight:1142.13
Hs Code.:

methyl 9,10,13-tri-O-acetyl-11-O-(tetra-O-acetyl-β-D-glucopyranosyl)-8,12-anhydro-2,3,4-tri-O-benzyl-7-deoxy-7-nitro-α-D-arabino-D-manno-D-gluco-trideco-1,5-pyranoside

Synonyms:methyl 9,10,13-tri-O-acetyl-11-O-(tetra-O-acetyl-β-D-glucopyranosyl)-8,12-anhydro-2,3,4-tri-O-benzyl-7-deoxy-7-nitro-α-D-arabino-D-manno-D-gluco-trideco-1,5-pyranoside

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Chemical Property of methyl 9,10,13-tri-O-acetyl-11-O-(tetra-O-acetyl-β-D-glucopyranosyl)-8,12-anhydro-2,3,4-tri-O-benzyl-7-deoxy-7-nitro-α-D-arabino-D-manno-D-gluco-trideco-1,5-pyranoside

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Technology Process of methyl 9,10,13-tri-O-acetyl-11-O-(tetra-O-acetyl-β-D-glucopyranosyl)-8,12-anhydro-2,3,4-tri-O-benzyl-7-deoxy-7-nitro-α-D-arabino-D-manno-D-gluco-trideco-1,5-pyranoside

There total 5 articles about methyl 9,10,13-tri-O-acetyl-11-O-(tetra-O-acetyl-β-D-glucopyranosyl)-8,12-anhydro-2,3,4-tri-O-benzyl-7-deoxy-7-nitro-α-D-arabino-D-manno-D-gluco-trideco-1,5-pyranoside 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: 44.0%

: 83051-88-1
methyl 6-aldehydo-2,3,4-tri-O-benzyl-α-D-glucopyranoside

: 262378-14-3,154274-86-9
(hepta-O-acetyl-β-D-cellobiosyl)nitromethane

: 262293-07-2
methyl 9,10,13-tri-O-acetyl-11-O-(tetra-O-acetyl-β-D-glucopyranosyl)-8,12-anhydro-2,3,4-tri-O-benzyl-7-deoxy-7-nitro-α-D-arabino-D-manno-D-gluco-trideco-1,5-pyranoside

Guidance literature:: With potassium fluoride; 18-crown-6 ether; In acetonitrile; at 20 ℃; for 6h;
DOI:10.1016/S0040-4020(99)00923-0

Reference yield:

: 5346-90-7
α-D-cellobiose octaacetate

: 262293-07-2
methyl 9,10,13-tri-O-acetyl-11-O-(tetra-O-acetyl-β-D-glucopyranosyl)-8,12-anhydro-2,3,4-tri-O-benzyl-7-deoxy-7-nitro-α-D-arabino-D-manno-D-gluco-trideco-1,5-pyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 66 percent / Co₂(CO)8 / CH₂Cl₂ / 264 h / 20 °C

2: 92 percent / acetic acid / tetrahydrofuran; H₂O / 9 h

3: 89 percent / triphenylphosphine; imidazole; iodine / tetrahydrofuran / 3.5 h / Heating

4: 71 percent / phloroglucinol dihydrate; sodium nitrite / dimethylsulfoxide; dimethylformamide / 72 h / 20 °C

5: 44 percent / potassium fluoride; 18-crown-6 / acetonitrile / 6 h / 20 °C

With 1H-imidazole; potassium fluoride; dicobalt octacarbonyl; 3,5-dihydroxyphenol; 18-crown-6 ether; iodine; acetic acid; triphenylphosphine; sodium nitrite; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; 1: Etherification / 2: Hydrolysis / 3: Iodination / 4: Substitution / 5: Condensation;
DOI:10.1016/S0040-4020(99)00923-0

Reference yield:

: 262293-05-0
(hepta-O-acetyl-β-D-cellobiosyl)methanol

: 262293-07-2
methyl 9,10,13-tri-O-acetyl-11-O-(tetra-O-acetyl-β-D-glucopyranosyl)-8,12-anhydro-2,3,4-tri-O-benzyl-7-deoxy-7-nitro-α-D-arabino-D-manno-D-gluco-trideco-1,5-pyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / triphenylphosphine; imidazole; iodine / tetrahydrofuran / 3.5 h / Heating

2: 71 percent / phloroglucinol dihydrate; sodium nitrite / dimethylsulfoxide; dimethylformamide / 72 h / 20 °C

3: 44 percent / potassium fluoride; 18-crown-6 / acetonitrile / 6 h / 20 °C

With 1H-imidazole; potassium fluoride; 3,5-dihydroxyphenol; 18-crown-6 ether; iodine; triphenylphosphine; sodium nitrite; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; 1: Iodination / 2: Substitution / 3: Condensation;
DOI:10.1016/S0040-4020(99)00923-0