(E)-(2S,3S,4R,4aR,15aR)-3,4-Dimethoxy-2-phenyl-2,3,4,4a,7,8,11,12,15,15a-decahydro-1,5,14-trioxa-benzocyclotridecene-6,13-dione

Base Information

Chemical Name:(E)-(2S,3S,4R,4aR,15aR)-3,4-Dimethoxy-2-phenyl-2,3,4,4a,7,8,11,12,15,15a-decahydro-1,5,14-trioxa-benzocyclotridecene-6,13-dione
CAS No.:511274-33-2
Molecular Formula:C₂₂H₂₈O₇
Molecular Weight:404.46
Hs Code.:

Synonyms:(E)-(2S,3S,4R,4aR,15aR)-3,4-Dimethoxy-2-phenyl-2,3,4,4a,7,8,11,12,15,15a-decahydro-1,5,14-trioxa-benzocyclotridecene-6,13-dione

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Chemical Property of (E)-(2S,3S,4R,4aR,15aR)-3,4-Dimethoxy-2-phenyl-2,3,4,4a,7,8,11,12,15,15a-decahydro-1,5,14-trioxa-benzocyclotridecene-6,13-dione

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Technology Process of (E)-(2S,3S,4R,4aR,15aR)-3,4-Dimethoxy-2-phenyl-2,3,4,4a,7,8,11,12,15,15a-decahydro-1,5,14-trioxa-benzocyclotridecene-6,13-dione

There total 8 articles about (E)-(2S,3S,4R,4aR,15aR)-3,4-Dimethoxy-2-phenyl-2,3,4,4a,7,8,11,12,15,15a-decahydro-1,5,14-trioxa-benzocyclotridecene-6,13-dione 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: 86.0%

: 511274-73-0
Pent-4-enoic acid (2R,3R,4R,5S,6S)-4,5-dimethoxy-2-pent-4-enoyloxymethyl-6-phenyl-tetrahydro-pyran-3-yl ester

: 511274-33-2
(E)-(2S,3S,4R,4aR,15aR)-3,4-Dimethoxy-2-phenyl-2,3,4,4a,7,8,11,12,15,15a-decahydro-1,5,14-trioxa-benzocyclotridecene-6,13-dione

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; at 20 ℃; for 72h;
DOI:10.1021/jo051021k

Reference yield:

: 511274-72-9
(2R,3R,4S,5S,6S)-2-Hydroxymethyl-4,5-dimethoxy-6-phenyl-tetrahydro-pyran-3-ol

: 511274-33-2
(E)-(2S,3S,4R,4aR,15aR)-3,4-Dimethoxy-2-phenyl-2,3,4,4a,7,8,11,12,15,15a-decahydro-1,5,14-trioxa-benzocyclotridecene-6,13-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 32 percent / pyridine / dimethylformamide / 5 h / 20 - 95 °C

2: 86 percent / Cl₂Ru=CHPh[P(cyclohexyl)3]2 / CH₂Cl₂ / 72 h / 20 °C

With pyridine; Grubbs catalyst first generation; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo051021k

Reference yield:

: 511274-41-2
(2R,4aR,6S,7S,8R,8aR)-7,8-Dimethoxy-2,6-diphenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

: 511274-33-2
(E)-(2S,3S,4R,4aR,15aR)-3,4-Dimethoxy-2-phenyl-2,3,4,4a,7,8,11,12,15,15a-decahydro-1,5,14-trioxa-benzocyclotridecene-6,13-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / 10-camphorsulfonic acid / methanol / 3 h / 20 °C

2: 32 percent / pyridine / dimethylformamide / 5 h / 20 - 95 °C

3: 86 percent / Cl₂Ru=CHPh[P(cyclohexyl)3]2 / CH₂Cl₂ / 72 h / 20 °C

With pyridine; Grubbs catalyst first generation; (1S)-10-camphorsulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo051021k