(3α,3aα,7β,7aα)-(+/-)-7-ethenyloctahydro-3-methoxy-7a-(methoxymethyl)-2-methyl-1H-isoindol-1-one

Base Information

Chemical Name:(3α,3aα,7β,7aα)-(+/-)-7-ethenyloctahydro-3-methoxy-7a-(methoxymethyl)-2-methyl-1H-isoindol-1-one
CAS No.:117897-21-9
Molecular Formula:C₁₄H₂₃NO₃
Molecular Weight:253.342
Hs Code.:

Synonyms:(3α,3aα,7β,7aα)-(+/-)-7-ethenyloctahydro-3-methoxy-7a-(methoxymethyl)-2-methyl-1H-isoindol-1-one

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Chemical Property of (3α,3aα,7β,7aα)-(+/-)-7-ethenyloctahydro-3-methoxy-7a-(methoxymethyl)-2-methyl-1H-isoindol-1-one

Chemical Property:

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Technology Process of (3α,3aα,7β,7aα)-(+/-)-7-ethenyloctahydro-3-methoxy-7a-(methoxymethyl)-2-methyl-1H-isoindol-1-one

There total 1 articles about (3α,3aα,7β,7aα)-(+/-)-7-ethenyloctahydro-3-methoxy-7a-(methoxymethyl)-2-methyl-1H-isoindol-1-one 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:

: 73670-87-8
(E)-hexa-3,5-dien-1-ol

: 117897-21-9
(3α,3aα,7β,7aα)-(+/-)-7-ethenyloctahydro-3-methoxy-7a-(methoxymethyl)-2-methyl-1H-isoindol-1-one

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / toluene / 7 h / Heating

2: 100 percent / H₂ / 5 percent Pd/charcoal / ethanol / 3 h / 2585.7 Torr

3: 1.) o-NO₂C₆H₄SeCN, n-Bu₃P, 2.) 30 percent aq. H₂O₂ / 1.) THF, a.) 0 deg C, b.) RT, 45 min, 2.) a.) o deg C, b.) RT, 3 h

4: 96 percent / NaBH₄ / methanol / 0.25 h / 0 °C

5: 92 percent / DOWEX-50, H⁺ / 0.5 h

6: 1.) LDA / 1.) THF, -78 deg C- -20 deg C, 25 min, 2.) THF, from -78 deg C to RT, 3 h 20 min

With sodium tetrahydroborate; ortho-nitrophenyl selenocyanate; tributylphosphine; Dowex-50; hydrogen; dihydrogen peroxide; hydrogen cation; lithium diisopropyl amide; palladium on activated charcoal; In methanol; ethanol; toluene;
DOI:10.1021/jo00263a006

Reference yield: 94.0%

: 108-98-5
thiophenol

: 117897-21-9
(3α,3aα,7β,7aα)-(+/-)-7-ethenyloctahydro-3-methoxy-7a-(methoxymethyl)-2-methyl-1H-isoindol-1-one

: 117897-22-0
(3α,3aα,7β,7aα)-(+/-)-7-ethenyloctahydro-7a-(methoxymethyl)-2-methyl-3-(phenylthio)-1H-isoindol-1-one

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; for 16h; Ambient temperature;
DOI:10.1021/jo00263a006

Reference yield:

: 117897-21-9
(3α,3aα,7β,7aα)-(+/-)-7-ethenyloctahydro-3-methoxy-7a-(methoxymethyl)-2-methyl-1H-isoindol-1-one

: 117897-26-4
<1α,3aα,4β(E),7aα>-(+/-)-ethyl 3--2-propenoate

Guidance literature:: Multi-step reaction with 3 steps

1: 65 percent / NaIO₄, 1percent OsO₄ / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / 9 h / Ambient temperature

2: 83 percent / benzene / 4 h / Heating

3: 89 percent / TsOH / CH₂Cl₂ / 15 h

With sodium periodate; osmium(VIII) oxide; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; benzene;
DOI:10.1021/jo00263a006