(2R,3S,4Z,6R,7S)-2-allyl-6-benzyloxy-7-benzyloxymethyl-3-(4-methoxybenzyloxy)-2,3,6,7-tetrahydrooxepin

Base Information

Chemical Name:(2R,3S,4Z,6R,7S)-2-allyl-6-benzyloxy-7-benzyloxymethyl-3-(4-methoxybenzyloxy)-2,3,6,7-tetrahydrooxepin
CAS No.:863222-61-1
Molecular Formula:C₃₂H₃₆O₅
Molecular Weight:500.635
Hs Code.:

Synonyms:(2R,3S,4Z,6R,7S)-2-allyl-6-benzyloxy-7-benzyloxymethyl-3-(4-methoxybenzyloxy)-2,3,6,7-tetrahydrooxepin

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Chemical Property of (2R,3S,4Z,6R,7S)-2-allyl-6-benzyloxy-7-benzyloxymethyl-3-(4-methoxybenzyloxy)-2,3,6,7-tetrahydrooxepin

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Technology Process of (2R,3S,4Z,6R,7S)-2-allyl-6-benzyloxy-7-benzyloxymethyl-3-(4-methoxybenzyloxy)-2,3,6,7-tetrahydrooxepin

There total 2 articles about (2R,3S,4Z,6R,7S)-2-allyl-6-benzyloxy-7-benzyloxymethyl-3-(4-methoxybenzyloxy)-2,3,6,7-tetrahydrooxepin 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: 100.0%

: 863222-60-0
(2R,3S,4Z,6R,7S)-{6-benzyloxy-7-benzyloxymethyl-3-(4-methoxybenzyloxy)-2,3,6,7-tetrahydrooxepin-2-yl}ethanal

: 1779-49-3
Methyltriphenylphosphonium bromide

: 863222-61-1
(2R,3S,4Z,6R,7S)-2-allyl-6-benzyloxy-7-benzyloxymethyl-3-(4-methoxybenzyloxy)-2,3,6,7-tetrahydrooxepin

Guidance literature:: Methyltriphenylphosphonium bromide; With sodium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 1h;

(2R,3S,4Z,6R,7S)-{6-benzyloxy-7-benzyloxymethyl-3-(4-methoxybenzyloxy)-2,3,6,7-tetrahydrooxepin-2-yl}ethanal; In tetrahydrofuran; at -78 - 22 ℃;
DOI:10.1016/j.tet.2005.05.073

Reference yield:

: (2S,3R,4Z,6S,7R)-3-benzyloxy-2-benzyloxymethyl-6-(4-methoxybenzyloxy)-7-(2'-methoxyvinyl)-2,3,6,7-tetrahydrooxepin

: 863222-61-1
(2R,3S,4Z,6R,7S)-2-allyl-6-benzyloxy-7-benzyloxymethyl-3-(4-methoxybenzyloxy)-2,3,6,7-tetrahydrooxepin

Guidance literature:: Multi-step reaction with 2 steps

1.1: Hg(OAc)2 / tetrahydrofuran; H₂O / 1.5 h / 24 °C

1.2: 95 percent / TBAI / tetrahydrofuran; H₂O / 1 h / 24 °C

2.1: NaHMDS / tetrahydrofuran / 1 h / 20 °C

2.2: 100 percent / tetrahydrofuran / -78 - 22 °C

With mercury(II) diacetate; sodium hexamethyldisilazane; In tetrahydrofuran; water; 2.2: Wittig reaction;
DOI:10.1016/j.tet.2005.05.073

Reference yield: 92.0%

: 863222-61-1
(2R,3S,4Z,6R,7S)-2-allyl-6-benzyloxy-7-benzyloxymethyl-3-(4-methoxybenzyloxy)-2,3,6,7-tetrahydrooxepin

: 863222-50-8
(2R,3S,4Z,6R,7S)-2-allyl-6-benzyloxy-7-benzyloxymethyl-2,3,6,7-tetrahydrooxepin-3-ol

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 0 ℃; for 3h; pH=7;
DOI:10.1016/j.tet.2005.05.073