(3aR,4S,6aS)-N-benzyl-2,2-dimethyl-5-propionyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-4-carboxamide

Base Information

Chemical Name:(3aR,4S,6aS)-N-benzyl-2,2-dimethyl-5-propionyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-4-carboxamide
CAS No.:1357622-56-0
Molecular Formula:C₁₈H₂₄N₂O₄
Molecular Weight:332.4
Hs Code.:

Synonyms:(3aR,4S,6aS)-N-benzyl-2,2-dimethyl-5-propionyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-4-carboxamide

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Chemical Property of (3aR,4S,6aS)-N-benzyl-2,2-dimethyl-5-propionyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-4-carboxamide

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Technology Process of (3aR,4S,6aS)-N-benzyl-2,2-dimethyl-5-propionyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-4-carboxamide

There total 7 articles about (3aR,4S,6aS)-N-benzyl-2,2-dimethyl-5-propionyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-4-carboxamide 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:

: 55904-12-6
((4R,5S)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-methanol

: 1357622-56-0
(3aR,4S,6aS)-N-benzyl-2,2-dimethyl-5-propionyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-4-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: amano Porcine pancreas lipase / 20 h / 20 °C / Inert atmosphere; Enzymatic reaction

2.1: triethylamine / dichloromethane / -18 °C / Inert atmosphere

3.1: sodium azide / N,N-dimethyl-formamide / 42 h / 100 °C / Inert atmosphere

4.1: potassium hydroxide / methanol / 0.33 h / 0 °C

5.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.17 h / -70 °C / Inert atmosphere

5.2: 1 h / -70 - -60 °C / Inert atmosphere

6.1: triphenylphosphine / tetrahydrofuran / 24 h / 50 °C / Inert atmosphere; Molecular sieve

7.1: methanol / 48 h / 20 °C / Inert atmosphere

With sodium azide; oxalyl dichloride; amano Porcine pancreas lipase; dimethyl sulfoxide; triethylamine; triphenylphosphine; potassium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 5.1: Swern oxidation / 5.2: Swern oxidation / 7.1: Ugi condensation;
DOI:10.1039/c1ob06632c

Reference yield:

: 1357623-31-4
C₇H₁₁N₃O₃

: 1357622-56-0
(3aR,4S,6aS)-N-benzyl-2,2-dimethyl-5-propionyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-4-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: triphenylphosphine / tetrahydrofuran / 24 h / 50 °C / Inert atmosphere; Molecular sieve

2: methanol / 48 h / 20 °C / Inert atmosphere

With triphenylphosphine; In tetrahydrofuran; methanol; 2: Ugi condensation;
DOI:10.1039/c1ob06632c

Reference yield:

: C₁₀H₁₈O₇S

: 1357622-56-0
(3aR,4S,6aS)-N-benzyl-2,2-dimethyl-5-propionyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-4-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium azide / N,N-dimethyl-formamide / 42 h / 100 °C / Inert atmosphere

2.1: potassium hydroxide / methanol / 0.33 h / 0 °C

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.17 h / -70 °C / Inert atmosphere

3.2: 1 h / -70 - -60 °C / Inert atmosphere

4.1: triphenylphosphine / tetrahydrofuran / 24 h / 50 °C / Inert atmosphere; Molecular sieve

5.1: methanol / 48 h / 20 °C / Inert atmosphere

With sodium azide; oxalyl dichloride; dimethyl sulfoxide; triphenylphosphine; potassium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 3.1: Swern oxidation / 3.2: Swern oxidation / 5.1: Ugi condensation;
DOI:10.1039/c1ob06632c