benzyl 2-O-benzyl-3-O-n-heptyl-4-(p-methoxybenzyl)-6-deoxy-6-isopropyl-α-D-glucopyranoside

Base Information

Chemical Name:benzyl 2-O-benzyl-3-O-n-heptyl-4-(p-methoxybenzyl)-6-deoxy-6-isopropyl-α-D-glucopyranoside
CAS No.:204450-11-3
Molecular Formula:C₃₈H₅₂O₆
Molecular Weight:604.827
Hs Code.:

Synonyms:benzyl 2-O-benzyl-3-O-n-heptyl-4-(p-methoxybenzyl)-6-deoxy-6-isopropyl-α-D-glucopyranoside

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Chemical Property of benzyl 2-O-benzyl-3-O-n-heptyl-4-(p-methoxybenzyl)-6-deoxy-6-isopropyl-α-D-glucopyranoside

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Technology Process of benzyl 2-O-benzyl-3-O-n-heptyl-4-(p-methoxybenzyl)-6-deoxy-6-isopropyl-α-D-glucopyranoside

There total 12 articles about benzyl 2-O-benzyl-3-O-n-heptyl-4-(p-methoxybenzyl)-6-deoxy-6-isopropyl-α-D-glucopyranoside 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: 77.0%

: 204450-10-2
(2S,3R,4S,5R,6R)-2,3-Bis-benzyloxy-4-heptyloxy-5-(4-methoxy-benzyloxy)-6-(2-methyl-propenyl)-tetrahydro-pyran

: 204450-11-3
benzyl 2-O-benzyl-3-O-n-heptyl-4-(p-methoxybenzyl)-6-deoxy-6-isopropyl-α-D-glucopyranoside

Guidance literature:: With sodium hydroxide; benzenesufonyl hydrazide; In 2-methoxy-ethanol; Heating;
DOI:10.1021/jm970709p

Reference yield:

: 4282-40-0
1-Iodoheptane

: 204450-11-3
benzyl 2-O-benzyl-3-O-n-heptyl-4-(p-methoxybenzyl)-6-deoxy-6-isopropyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 100 percent / NaH / dimethylformamide / 2.25 h / 0 - 25 °C

2: 60percent aq. AcOH / 15 h / 90 °C

3: AcCl / benzene / 15 h / 80 °C

4: 88 percent / p-TsOH*H₂O / benzene / 15 h / 110 °C

5: 100 percent / NaH / dimethylformamide / 14 h / 25 °C

6: DIBAH / hexane; toluene / 1 h / 0 °C

7: DMSO, oxalyl chloride / 0.67 h / -78 °C

8: 1.) n-BuLi / 1.) THF, pentane, 25 deg C, 30 min, 2.) THF, pentane, 0 deg C, 3 h

9: 77 percent / benzenesulfonyl hydrazide, aq. NaOH / 2-methoxy-ethanol / Heating

With sodium hydroxide; n-butyllithium; oxalyl dichloride; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; acetyl chloride; benzenesufonyl hydrazide; In hexane; 2-methoxy-ethanol; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jm970709p

Reference yield:

: 100-39-0
benzyl bromide

: 204450-11-3
benzyl 2-O-benzyl-3-O-n-heptyl-4-(p-methoxybenzyl)-6-deoxy-6-isopropyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / NaH / dimethylformamide / 14 h / 25 °C

2: DIBAH / hexane; toluene / 1 h / 0 °C

3: DMSO, oxalyl chloride / 0.67 h / -78 °C

4: 1.) n-BuLi / 1.) THF, pentane, 25 deg C, 30 min, 2.) THF, pentane, 0 deg C, 3 h

5: 77 percent / benzenesulfonyl hydrazide, aq. NaOH / 2-methoxy-ethanol / Heating

With sodium hydroxide; n-butyllithium; oxalyl dichloride; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; benzenesufonyl hydrazide; In hexane; 2-methoxy-ethanol; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm970709p