(1S,2R)-2-benzyloxy-1-(N-methoxycarbonyl-N-benzylamino)cyclopropanecarbonitrile

Base Information

Chemical Name:(1S,2R)-2-benzyloxy-1-(N-methoxycarbonyl-N-benzylamino)cyclopropanecarbonitrile
CAS No.:276684-46-9
Molecular Formula:C₂₀H₂₀N₂O₃
Molecular Weight:336.39
Hs Code.:

Synonyms:(1S,2R)-2-benzyloxy-1-(N-methoxycarbonyl-N-benzylamino)cyclopropanecarbonitrile

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Chemical Property of (1S,2R)-2-benzyloxy-1-(N-methoxycarbonyl-N-benzylamino)cyclopropanecarbonitrile

Chemical Property:

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Technology Process of (1S,2R)-2-benzyloxy-1-(N-methoxycarbonyl-N-benzylamino)cyclopropanecarbonitrile

There total 8 articles about (1S,2R)-2-benzyloxy-1-(N-methoxycarbonyl-N-benzylamino)cyclopropanecarbonitrile 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: 82.0%

: 276684-44-7
(2R,3S)-3-benzyloxy-2-(N-methoxycarbonyl-N-benzylamino)-4-chlorobutyronitrile

: 276684-46-9
(1S,2R)-2-benzyloxy-1-(N-methoxycarbonyl-N-benzylamino)cyclopropanecarbonitrile

Guidance literature:: With potassium hydroxide; In N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(00)00022-7

Reference yield:

: 98944-53-7
(S)-2-O-benzyl-3-O-(tert-butyldimethylsilyl)-D-glyceraldehyde

: 276684-46-9
(1S,2R)-2-benzyloxy-1-(N-methoxycarbonyl-N-benzylamino)cyclopropanecarbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: MgSO₄ / tetrahydrofuran / 3 h

2: 64 percent / CH₂Cl₂ / 12 h / 20 °C

3: 98 percent / K₂CO₃ / tetrahydrofuran / 5 h / 20 °C

4: 99 percent / aq. AcOH / 96 h / 20 °C

5: 1.68 g / PPh₃; CCl₄ / 72 h / Heating

6: 82 percent / KOH / dimethylformamide

With tetrachloromethane; potassium hydroxide; magnesium sulfate; potassium carbonate; acetic acid; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Condensation / 2: Addition / 3: Acylation / 4: desilylation / 5: Chlorination / 6: Cyclization;
DOI:10.1016/S0957-4166(00)00022-7

Reference yield:

: 100-46-9
benzylamine

: 276684-46-9
(1S,2R)-2-benzyloxy-1-(N-methoxycarbonyl-N-benzylamino)cyclopropanecarbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: MgSO₄ / tetrahydrofuran / 3 h

2: 64 percent / CH₂Cl₂ / 12 h / 20 °C

3: 98 percent / K₂CO₃ / tetrahydrofuran / 5 h / 20 °C

4: 99 percent / aq. AcOH / 96 h / 20 °C

5: 1.68 g / PPh₃; CCl₄ / 72 h / Heating

6: 82 percent / KOH / dimethylformamide

With tetrachloromethane; potassium hydroxide; magnesium sulfate; potassium carbonate; acetic acid; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Condensation / 2: Addition / 3: Acylation / 4: desilylation / 5: Chlorination / 6: Cyclization;
DOI:10.1016/S0957-4166(00)00022-7