(2S,3S,4S,5R,6S)-5,6-Bis-benzyloxy-4-heptyloxy-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carbaldehyde

Base Information

Chemical Name:(2S,3S,4S,5R,6S)-5,6-Bis-benzyloxy-4-heptyloxy-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carbaldehyde
CAS No.:204450-09-9
Molecular Formula:C₃₅H₄₄O₇
Molecular Weight:576.73
Hs Code.:

Synonyms:(2S,3S,4S,5R,6S)-5,6-Bis-benzyloxy-4-heptyloxy-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carbaldehyde

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Chemical Property of (2S,3S,4S,5R,6S)-5,6-Bis-benzyloxy-4-heptyloxy-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carbaldehyde

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Technology Process of (2S,3S,4S,5R,6S)-5,6-Bis-benzyloxy-4-heptyloxy-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carbaldehyde

There total 10 articles about (2S,3S,4S,5R,6S)-5,6-Bis-benzyloxy-4-heptyloxy-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carbaldehyde 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:

: 204450-08-8
benzyl 2-O-benzyl-3-O-n-heptyl-4-(p-methoxybenzyl)-α-D-glucopyranoside

: 204450-09-9
(2S,3S,4S,5R,6S)-5,6-Bis-benzyloxy-4-heptyloxy-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carbaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; at -78 ℃; for 0.666667h; Yield given;
DOI:10.1021/jm970709p

Reference yield:

: 4282-40-0
1-Iodoheptane

: 204450-09-9
(2S,3S,4S,5R,6S)-5,6-Bis-benzyloxy-4-heptyloxy-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carbaldehyde

Guidance literature:: Multi-step reaction with 7 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

With oxalyl dichloride; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; acetyl chloride; In hexane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jm970709p

Reference yield:

: 100-39-0
benzyl bromide

: 204450-09-9
(2S,3S,4S,5R,6S)-5,6-Bis-benzyloxy-4-heptyloxy-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carbaldehyde

Guidance literature:: Multi-step reaction with 3 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

With oxalyl dichloride; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; In hexane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm970709p