(2R,4aR,6R,9aS)-6-Benzyloxymethyl-2-vinyl-octahydro-1,5-dioxa-benzocycloheptene

Base Information

Chemical Name:(2R,4aR,6R,9aS)-6-Benzyloxymethyl-2-vinyl-octahydro-1,5-dioxa-benzocycloheptene
CAS No.:143087-38-1
Molecular Formula:C₁₉H₂₆O₃
Molecular Weight:302.414
Hs Code.:

Synonyms:(2R,4aR,6R,9aS)-6-Benzyloxymethyl-2-vinyl-octahydro-1,5-dioxa-benzocycloheptene

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Chemical Property of (2R,4aR,6R,9aS)-6-Benzyloxymethyl-2-vinyl-octahydro-1,5-dioxa-benzocycloheptene

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Technology Process of (2R,4aR,6R,9aS)-6-Benzyloxymethyl-2-vinyl-octahydro-1,5-dioxa-benzocycloheptene

There total 2 articles about (2R,4aR,6R,9aS)-6-Benzyloxymethyl-2-vinyl-octahydro-1,5-dioxa-benzocycloheptene 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: 92.0%

: 1826-67-1
vinyl magnesium bromide

: 143087-37-0
(4aR,6R,9aS)-2-Benzenesulfonyl-6-benzyloxymethyl-octahydro-1,5-dioxa-benzocycloheptene

: 143087-38-1
(2R,4aR,6R,9aS)-6-Benzyloxymethyl-2-vinyl-octahydro-1,5-dioxa-benzocycloheptene

Guidance literature:: With zinc dibromide; In tetrahydrofuran; at 30 - 40 ℃; for 5h;
DOI:10.1016/S0040-4039(00)92095-1

Reference yield:

: 143087-36-9
(4aR,6R,9aS)-6-Benzyloxymethyl-2-phenylsulfanyl-octahydro-1,5-dioxa-benzocycloheptene

: 143087-38-1
(2R,4aR,6R,9aS)-6-Benzyloxymethyl-2-vinyl-octahydro-1,5-dioxa-benzocycloheptene

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / m-CPBA, NaHCO₃ / ethyl acetate / 12 h / 25 °C

2: 92 percent / ZnBr₂ / tetrahydrofuran / 5 h / 30 - 40 °C

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; zinc dibromide; In tetrahydrofuran; ethyl acetate;
DOI:10.1016/S0040-4039(00)92095-1

Reference yield: 100.0%

: 143087-38-1
(2R,4aR,6R,9aS)-6-Benzyloxymethyl-2-vinyl-octahydro-1,5-dioxa-benzocycloheptene

: 143087-39-2
1-((2R,4aR,6R,9aS)-6-Benzyloxymethyl-octahydro-1,5-dioxa-benzocyclohepten-2-yl)-ethane-1,2-diol

Guidance literature:: With osmium(VIII) oxide; N-methyl-2-indolinone; In tetrahydrofuran; water; at 25 ℃; for 10h;
DOI:10.1016/S0040-4039(00)92095-1