methyl 2-O-benzyl-6-deoxy-3-O-p-methoxybenzyl-4-O-methyl-β-D-galactopyranoside

Base Information

Chemical Name:methyl 2-O-benzyl-6-deoxy-3-O-p-methoxybenzyl-4-O-methyl-β-D-galactopyranoside
CAS No.:129081-06-7
Molecular Formula:C₂₃H₃₀O₆
Molecular Weight:402.488
Hs Code.:

Synonyms:methyl 2-O-benzyl-6-deoxy-3-O-p-methoxybenzyl-4-O-methyl-β-D-galactopyranoside

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Chemical Property of methyl 2-O-benzyl-6-deoxy-3-O-p-methoxybenzyl-4-O-methyl-β-D-galactopyranoside

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Technology Process of methyl 2-O-benzyl-6-deoxy-3-O-p-methoxybenzyl-4-O-methyl-β-D-galactopyranoside

There total 6 articles about methyl 2-O-benzyl-6-deoxy-3-O-p-methoxybenzyl-4-O-methyl-β-D-galactopyranoside 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:

: 95120-18-6
methyl 6-deoxy-6-iodo-3,4-O-isopropylidene-β-D-galactopyranoside

: 129081-06-7
methyl 2-O-benzyl-6-deoxy-3-O-p-methoxybenzyl-4-O-methyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / H₂, diethylamine / 10percent Pd-C / hexane; ethyl acetate / 19 h / 760 Torr / Ambient temperature

2: 1. NaH / 1. DMF, 30 deg C, room temperature 2. 2 h, room temperature

3: 73 percent / 60percent aq. acetic acid / 2 h / 90 °C

4: 1. dibutyltin oxide, molecular sieves (4 Angstroem) 2. tetrabutylammonium iodide / 1. acetonitrile, 4 h, reflux 2. 1 h, room temperature

5: 1. NaH / 1. THF, room temperature, 1 h 2. 30 min, 40 deg C

With 4 A molecular sieve; hydrogen; sodium hydride; di(n-butyl)tin oxide; acetic acid; diethylamine; palladium on activated charcoal; In hexane; ethyl acetate;
DOI:10.1016/0008-6215(90)84084-8

Reference yield:

: 14897-47-3
methyl 3,4-di-O-isopropylidene-β-D-galactopyranoside

: 129081-06-7
methyl 2-O-benzyl-6-deoxy-3-O-p-methoxybenzyl-4-O-methyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 69 percent / triphenylphosphine, imidazole, iodine / toluene / 5 h / 75 °C

2: 90 percent / H₂, diethylamine / 10percent Pd-C / hexane; ethyl acetate / 19 h / 760 Torr / Ambient temperature

3: 1. NaH / 1. DMF, 30 deg C, room temperature 2. 2 h, room temperature

4: 73 percent / 60percent aq. acetic acid / 2 h / 90 °C

5: 1. dibutyltin oxide, molecular sieves (4 Angstroem) 2. tetrabutylammonium iodide / 1. acetonitrile, 4 h, reflux 2. 1 h, room temperature

6: 1. NaH / 1. THF, room temperature, 1 h 2. 30 min, 40 deg C

With 1H-imidazole; 4 A molecular sieve; hydrogen; iodine; sodium hydride; di(n-butyl)tin oxide; acetic acid; diethylamine; triphenylphosphine; palladium on activated charcoal; In hexane; ethyl acetate; toluene;
DOI:10.1016/0008-6215(90)84084-8

Reference yield:

: 39946-31-1
methyl 2-O-benzyl-6-deoxy-3,4-O-isopropylidene-β-D-galactoside

: 129081-06-7
methyl 2-O-benzyl-6-deoxy-3-O-p-methoxybenzyl-4-O-methyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / 60percent aq. acetic acid / 2 h / 90 °C

2: 1. dibutyltin oxide, molecular sieves (4 Angstroem) 2. tetrabutylammonium iodide / 1. acetonitrile, 4 h, reflux 2. 1 h, room temperature

3: 1. NaH / 1. THF, room temperature, 1 h 2. 30 min, 40 deg C

With 4 A molecular sieve; sodium hydride; di(n-butyl)tin oxide; acetic acid;
DOI:10.1016/0008-6215(90)84084-8