methyl 3-O-benzyl-6-O-(4-methoxybenzyl)-2-deoxy-α-D-arabino-hexofuranoside

Base Information

Chemical Name:methyl 3-O-benzyl-6-O-(4-methoxybenzyl)-2-deoxy-α-D-arabino-hexofuranoside
CAS No.:386765-75-9
Molecular Formula:C₂₂H₂₈O₆
Molecular Weight:388.461
Hs Code.:

Synonyms:methyl 3-O-benzyl-6-O-(4-methoxybenzyl)-2-deoxy-α-D-arabino-hexofuranoside

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Chemical Property of methyl 3-O-benzyl-6-O-(4-methoxybenzyl)-2-deoxy-α-D-arabino-hexofuranoside

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Technology Process of methyl 3-O-benzyl-6-O-(4-methoxybenzyl)-2-deoxy-α-D-arabino-hexofuranoside

There total 8 articles about methyl 3-O-benzyl-6-O-(4-methoxybenzyl)-2-deoxy-α-D-arabino-hexofuranoside 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: 96.0%

: 824-94-2
p-methoxybenzyl chloride

: 386765-73-7
methyl 3-O-benzyl-2-deoxy-α-D-arabino-hexofuranoside

: 386765-75-9
methyl 3-O-benzyl-6-O-(4-methoxybenzyl)-2-deoxy-α-D-arabino-hexofuranoside

Guidance literature:: methyl 3-O-benzyl-2-deoxy-α-D-arabino-hexofuranoside; With di(n-butyl)tin oxide; In toluene; for 2h; Heating;

p-methoxybenzyl chloride; With cesium fluoride; In N,N-dimethyl-formamide; at 80 ℃; for 40h;
DOI:10.1246/bcsj.75.1927

Reference yield:

: 79241-07-9
(R)-4-((2S,3R)-3-(benzyloxy)-2,3-dihydrofuran-2-yl)-2,2-dimethyl-1,3-dioxolan

: 386765-75-9
methyl 3-O-benzyl-6-O-(4-methoxybenzyl)-2-deoxy-α-D-arabino-hexofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: Hg(OAc)2; water / tetrahydrofuran / 0.5 h / 25 °C

1.2: potassium iodide / tetrahydrofuran; H₂O / 0.25 h / 0 °C

1.3: NaBH₄ / tetrahydrofuran; H₂O / 1.5 h / 0 °C

2.1: 91 percent / acetic acid; water / 14 h / 25 °C

3.1: 69 percent / AcCl / 20 h / 0 °C

4.1: dibutyltin oxide / toluene / 2 h / Heating

4.2: 96 percent / CsF / dimethylformamide / 40 h / 80 °C

With mercury(II) diacetate; water; di(n-butyl)tin oxide; acetic acid; acetyl chloride; In tetrahydrofuran; toluene;
DOI:10.1246/bcsj.75.1927

Reference yield:

: (R)-1-((2R,3R)-3-Benzyloxy-5-hydroxy-tetrahydro-furan-2-yl)-ethane-1,2-diol

: 386765-75-9
methyl 3-O-benzyl-6-O-(4-methoxybenzyl)-2-deoxy-α-D-arabino-hexofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: AcCl / 0 °C

2.1: Bu₂SnO / toluene / Heating

2.2: 95 percent / CsF / dimethylformamide / 70 °C

With di(n-butyl)tin oxide; acetyl chloride; In toluene;
DOI:10.1039/b104864n