4α-<(2-hydroxy)ethyl>-2-methyl-3aβ,4,7,7aβ-tetrahydro-1H-isoindole-1,3(2H)-dione

Base Information

Chemical Name:4α-<(2-hydroxy)ethyl>-2-methyl-3aβ,4,7,7aβ-tetrahydro-1H-isoindole-1,3(2H)-dione
CAS No.:115095-74-4
Molecular Formula:C₁₁H₁₅NO₃
Molecular Weight:209.245
Hs Code.:

Synonyms:4α-<(2-hydroxy)ethyl>-2-methyl-3aβ,4,7,7aβ-tetrahydro-1H-isoindole-1,3(2H)-dione

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Chemical Property of 4α-<(2-hydroxy)ethyl>-2-methyl-3aβ,4,7,7aβ-tetrahydro-1H-isoindole-1,3(2H)-dione

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Technology Process of 4α-<(2-hydroxy)ethyl>-2-methyl-3aβ,4,7,7aβ-tetrahydro-1H-isoindole-1,3(2H)-dione

There total 1 articles about 4α-<(2-hydroxy)ethyl>-2-methyl-3aβ,4,7,7aβ-tetrahydro-1H-isoindole-1,3(2H)-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: 97.0%

: 930-88-1
N-methylmaleimide

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

: 115095-74-4
4α-<(2-hydroxy)ethyl>-2-methyl-3aβ,4,7,7aβ-tetrahydro-1H-isoindole-1,3(2H)-dione

Guidance literature:: In toluene; for 7h; Heating;
DOI:10.1021/jo00263a006

Reference yield:

: 115095-74-4
4α-<(2-hydroxy)ethyl>-2-methyl-3aβ,4,7,7aβ-tetrahydro-1H-isoindole-1,3(2H)-dione

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

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / H₂ / 5 percent Pd/charcoal / ethanol / 3 h / 2585.7 Torr

2: 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

3: 96 percent / NaBH₄ / methanol / 0.25 h / 0 °C

4: 92 percent / DOWEX-50, H⁺ / 0.5 h

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

6: 94 percent / TsOH / CH₂Cl₂ / 16 h / Ambient temperature

With sodium tetrahydroborate; ortho-nitrophenyl selenocyanate; tributylphosphine; Dowex-50; hydrogen; dihydrogen peroxide; hydrogen cation; toluene-4-sulfonic acid; lithium diisopropyl amide; palladium on activated charcoal; In methanol; ethanol; dichloromethane;
DOI:10.1021/jo00263a006

Reference yield:

: 115095-74-4
4α-<(2-hydroxy)ethyl>-2-methyl-3aβ,4,7,7aβ-tetrahydro-1H-isoindole-1,3(2H)-dione

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

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / H₂ / 5 percent Pd/charcoal / ethanol / 3 h / 2585.7 Torr

2: 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

3: 96 percent / NaBH₄ / methanol / 0.25 h / 0 °C

4: 92 percent / DOWEX-50, H⁺ / 0.5 h

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

6: 65 percent / NaIO₄, 1percent OsO₄ / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / 9 h / Ambient temperature

7: 83 percent / benzene / 4 h / Heating

8: 89 percent / TsOH / CH₂Cl₂ / 15 h

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; ortho-nitrophenyl selenocyanate; tributylphosphine; Dowex-50; hydrogen; dihydrogen peroxide; hydrogen cation; toluene-4-sulfonic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; tert-butyl alcohol; benzene;
DOI:10.1021/jo00263a006