2-[2-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]allyl]-1,3-isoindolinedione

Base Information

Chemical Name:2-[2-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]allyl]-1,3-isoindolinedione
CAS No.:1414099-50-5
Molecular Formula:C₂₅H₂₅NO₆
Molecular Weight:435.477
Hs Code.:

Synonyms:2-[2-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]allyl]-1,3-isoindolinedione

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Chemical Property of 2-[2-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]allyl]-1,3-isoindolinedione

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Technology Process of 2-[2-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]allyl]-1,3-isoindolinedione

There total 5 articles about 2-[2-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]allyl]-1,3-isoindolinedione 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: 77.0%

: 136918-14-4,85-41-6
phthalimide

: 1414099-45-8
2-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-2-propen-1-ol

: 1414099-50-5
2-[2-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]allyl]-1,3-isoindolinedione

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; for 6h;
DOI:10.1039/c2ob26615f

Reference yield:

: 22529-61-9
(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol

: 1414099-50-5
2-[2-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]allyl]-1,3-isoindolinedione

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene-4-sulfonic acid / dichloromethane / 3 h / 0 - 20 °C

2.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 3 h / -78 °C

2.2: 0.5 h / -78 °C

3.1: potassium tert-butylate / tetrahydrofuran / 5 h / -10 °C

3.2: 12 h / 20 °C

4.1: toluene-4-sulfonic acid / methanol / 2 h / 20 °C

5.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 6 h / 0 - 20 °C

With oxalyl dichloride; di-isopropyl azodicarboxylate; potassium tert-butylate; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1039/c2ob26615f

Reference yield:

: 1414099-34-5
C₂₁H₂₈O₇

: 1414099-50-5
2-[2-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]allyl]-1,3-isoindolinedione

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium tert-butylate / tetrahydrofuran / 5 h / -10 °C

1.2: 12 h / 20 °C

2.1: toluene-4-sulfonic acid / methanol / 2 h / 20 °C

3.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 6 h / 0 - 20 °C

With di-isopropyl azodicarboxylate; potassium tert-butylate; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; methanol;
DOI:10.1039/c2ob26615f