(4aS,6S,7S,9aR)-6-Iodomethyl-7-(4-methoxy-benzyloxy)-octahydro-1,5-dioxa-benzocycloheptene

Base Information

Chemical Name:(4aS,6S,7S,9aR)-6-Iodomethyl-7-(4-methoxy-benzyloxy)-octahydro-1,5-dioxa-benzocycloheptene
CAS No.:874748-69-3
Molecular Formula:C₁₈H₂₅IO₄
Molecular Weight:432.299
Hs Code.:

Synonyms:(4aS,6S,7S,9aR)-6-Iodomethyl-7-(4-methoxy-benzyloxy)-octahydro-1,5-dioxa-benzocycloheptene

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Chemical Property of (4aS,6S,7S,9aR)-6-Iodomethyl-7-(4-methoxy-benzyloxy)-octahydro-1,5-dioxa-benzocycloheptene

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Technology Process of (4aS,6S,7S,9aR)-6-Iodomethyl-7-(4-methoxy-benzyloxy)-octahydro-1,5-dioxa-benzocycloheptene

There total 6 articles about (4aS,6S,7S,9aR)-6-Iodomethyl-7-(4-methoxy-benzyloxy)-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: 85.0%

: 874748-67-1
[(4aS,6R,7S,9aR)-7-(4-Methoxy-benzyloxy)-octahydro-1,5-dioxa-benzocyclohepten-6-yl]-methanol

: 874748-69-3
(4aS,6S,7S,9aR)-6-Iodomethyl-7-(4-methoxy-benzyloxy)-octahydro-1,5-dioxa-benzocycloheptene

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In benzene; at 20 ℃; for 0.333333h;
DOI:10.1021/ja042686r

Reference yield:

: (4aR,5aS,9aR,11aS)-2-(4-Methoxy-phenyl)-decahydro-1,3,5,9-tetraoxa-dibenzo[a,d]cycloheptene

: 874748-69-3
(4aS,6S,7S,9aR)-6-Iodomethyl-7-(4-methoxy-benzyloxy)-octahydro-1,5-dioxa-benzocycloheptene

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / DIBALH / CH₂Cl₂; hexane / 6 h / 0 °C

2: 85 percent / I₂; PPh₃; imidazole / benzene / 0.33 h / 20 °C

With 1H-imidazole; iodine; diisobutylaluminium hydride; triphenylphosphine; In hexane; dichloromethane; benzene;
DOI:10.1021/ja042686r

Reference yield:

: 159293-03-5
(4aS,6R,7S,9aR)-7-(tert-Butyldimethylsiloxy)-6-vinyl-2,3,4,4a,8,9-hexahydropyrano<3,2-b>oxepane

: 874748-69-3
(4aS,6S,7S,9aR)-6-Iodomethyl-7-(4-methoxy-benzyloxy)-octahydro-1,5-dioxa-benzocycloheptene

Guidance literature:: Multi-step reaction with 5 steps

1.1: O₃ / methanol; CH₂Cl₂ / 0.33 h / -78 °C

1.2: 100 percent / NaBH₄ / methanol; CH₂Cl₂ / -78 - 0 °C

2.1: 100 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2.5 h / 20 °C

3.1: 100 percent / camphorsulfonic acid / CH₂Cl₂ / 15.5 h / 20 °C

4.1: 100 percent / DIBALH / CH₂Cl₂; hexane / 6 h / 0 °C

5.1: 85 percent / I₂; PPh₃; imidazole / benzene / 0.33 h / 20 °C

With 1H-imidazole; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; iodine; diisobutylaluminium hydride; ozone; triphenylphosphine; In tetrahydrofuran; methanol; hexane; dichloromethane; benzene;
DOI:10.1021/ja042686r