5H-1,3-Dioxolo4,5-cpyrrole-5-carboxylic acid, 4-(cyanomethyl)tetrahydro-6-(hydroxymethyl)-2,2-dimethyl-, 1,1-dimethylethyl ester, (3aS,4S,6R,6aR)-

Base Information

Chemical Name:5H-1,3-Dioxolo4,5-cpyrrole-5-carboxylic acid, 4-(cyanomethyl)tetrahydro-6-(hydroxymethyl)-2,2-dimethyl-, 1,1-dimethylethyl ester, (3aS,4S,6R,6aR)-
CAS No.:222631-50-7
Molecular Formula:C₁₅H₂₄N₂O₅
Molecular Weight:312.366
Hs Code.:

Synonyms:5H-1,3-Dioxolo4,5-cpyrrole-5-carboxylic acid, 4-(cyanomethyl)tetrahydro-6-(hydroxymethyl)-2,2-dimethyl-, 1,1-dimethylethyl ester, (3aS,4S,6R,6aR)-

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Chemical Property of 5H-1,3-Dioxolo4,5-cpyrrole-5-carboxylic acid, 4-(cyanomethyl)tetrahydro-6-(hydroxymethyl)-2,2-dimethyl-, 1,1-dimethylethyl ester, (3aS,4S,6R,6aR)-

Chemical Property:

PSA：92.02000
LogP:1.33828

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

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Technology Process of 5H-1,3-Dioxolo4,5-cpyrrole-5-carboxylic acid, 4-(cyanomethyl)tetrahydro-6-(hydroxymethyl)-2,2-dimethyl-, 1,1-dimethylethyl ester, (3aS,4S,6R,6aR)-

There total 5 articles about 5H-1,3-Dioxolo4,5-cpyrrole-5-carboxylic acid, 4-(cyanomethyl)tetrahydro-6-(hydroxymethyl)-2,2-dimethyl-, 1,1-dimethylethyl ester, (3aS,4S,6R,6aR)- 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%

: 222631-09-6
(3aR,4R,6S,6aS)-tert-butyl 4-(((tert-butyldimethylsilyl)oxy)methyl)-6-(cyanomethyl)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-5(4H)-carboxylate

: 222631-50-7
N-tert-butoxycarbonyl-3,6-imino-4,5-O-isopropylidene-2,3,6-trideoxy-D-allo-heptononitrile

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.5h;
DOI:10.1021/jm0306475

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 222631-50-7
N-tert-butoxycarbonyl-3,6-imino-4,5-O-isopropylidene-2,3,6-trideoxy-D-allo-heptononitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / CH₂Cl₂ / 16 h / 20 °C

2: 1.15 g / TBAF / tetrahydrofuran / 1 h

With tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; 1: Substitution / 2: Substitution;
DOI:10.1016/S0040-4020(00)00194-0

Reference yield:

: 153172-31-7
(3aR,4R,6aS)-4-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)tetrahydro-2,2-dimethyl-3aH-[1,3]dioxolo[4,5-c]pyrrole

: 222631-50-7
N-tert-butoxycarbonyl-3,6-imino-4,5-O-isopropylidene-2,3,6-trideoxy-D-allo-heptononitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: NCS / pentane / 1 h

1.2: LiTMP / tetrahydrofuran / -78 °C

2.1: 0.83 g / tetrahydrofuran / 1 h / -78 °C

3.1: 85 percent / CH₂Cl₂ / 16 h / 20 °C

4.1: 1.15 g / TBAF / tetrahydrofuran / 1 h

With N-chloro-succinimide; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; pentane; 1.1: Chlorination / 1.2: Elimination / 2.1: Addition / 3.1: Substitution / 4.1: Substitution;
DOI:10.1016/S0040-4020(00)00194-0