(3S,4R,5S,6R)-3,5-dibenzyloxy-4,7-dihydroxy-6-(4-methoxybenzyl)oxyhept-1-ene

Base Information

Chemical Name:(3S,4R,5S,6R)-3,5-dibenzyloxy-4,7-dihydroxy-6-(4-methoxybenzyl)oxyhept-1-ene
CAS No.:669053-65-0
Molecular Formula:C₂₉H₃₄O₆
Molecular Weight:478.585
Hs Code.:

Synonyms:(3S,4R,5S,6R)-3,5-dibenzyloxy-4,7-dihydroxy-6-(4-methoxybenzyl)oxyhept-1-ene

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Chemical Property of (3S,4R,5S,6R)-3,5-dibenzyloxy-4,7-dihydroxy-6-(4-methoxybenzyl)oxyhept-1-ene

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Technology Process of (3S,4R,5S,6R)-3,5-dibenzyloxy-4,7-dihydroxy-6-(4-methoxybenzyl)oxyhept-1-ene

There total 6 articles about (3S,4R,5S,6R)-3,5-dibenzyloxy-4,7-dihydroxy-6-(4-methoxybenzyl)oxyhept-1-ene 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:

: 1-((1R,2R,3R,4S)-2,4-Bis-benzyloxy-3-methoxymethoxy-1-methoxymethoxymethyl-hex-5-enyloxymethyl)-4-methoxy-benzene

: 669053-65-0
(3S,4R,5S,6R)-3,5-dibenzyloxy-4,7-dihydroxy-6-(4-methoxybenzyl)oxyhept-1-ene

Guidance literature:: With hydrogenchloride; In isopropyl alcohol; at 60 ℃; for 3h;
DOI:10.1016/j.tetlet.2003.11.006

Reference yield:

: 2936-70-1,5624-48-6,13992-15-9,16758-34-2,28244-97-5,77481-62-0,77481-63-1,105088-17-3,149495-84-1
(2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol

: 669053-65-0
(3S,4R,5S,6R)-3,5-dibenzyloxy-4,7-dihydroxy-6-(4-methoxybenzyl)oxyhept-1-ene

Guidance literature:: Multi-step reaction with 6 steps

1.1: 64 percent / i-Pr₂NEt / dimethylformamide / 24 h / 0 - 20 °C

2.1: NaH / 0.5 h / 0 °C

2.2: dimethylformamide / 2.5 h / 0 - 20 °C

3.1: NBS / tetrahydrofuran; H₂O / 0.33 h / 0 °C

4.1: 82 percent / tetrahydrofuran / -50 - 20 °C

5.1: NaH / 1 h / 20 °C

5.2: dimethylformamide / 7 h / 20 °C

6.1: HCl / propan-2-ol / 3 h / 60 °C

With hydrogenchloride; N-Bromosuccinimide; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide; isopropyl alcohol; 4.1: Wittig olefination;
DOI:10.1016/j.tetlet.2003.11.006

Reference yield:

: 669053-62-7
(2R,3R,4S,5R,6S)-4-Methoxymethoxy-2-methoxymethoxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,5-diol

: 669053-65-0
(3S,4R,5S,6R)-3,5-dibenzyloxy-4,7-dihydroxy-6-(4-methoxybenzyl)oxyhept-1-ene

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / 0.5 h / 0 °C

1.2: dimethylformamide / 2.5 h / 0 - 20 °C

2.1: NBS / tetrahydrofuran; H₂O / 0.33 h / 0 °C

3.1: 82 percent / tetrahydrofuran / -50 - 20 °C

4.1: NaH / 1 h / 20 °C

4.2: dimethylformamide / 7 h / 20 °C

5.1: HCl / propan-2-ol / 3 h / 60 °C

With hydrogenchloride; N-Bromosuccinimide; sodium hydride; In tetrahydrofuran; water; isopropyl alcohol; 3.1: Wittig olefination;
DOI:10.1016/j.tetlet.2003.11.006