(1S,2S)-1--1-(methoxycarbonyl)-2-(2-cyanoethyl)cyclopropane

Base Information

Chemical Name:(1S,2S)-1--1-(methoxycarbonyl)-2-(2-cyanoethyl)cyclopropane
CAS No.:161111-17-7
Molecular Formula:C₁₆H₁₈N₂O₄
Molecular Weight:302.33
Hs Code.:

(1S,2S)-1-<N-((Benzyloxy)carbonyl)amino>-1-(methoxycarbonyl)-2-(2-cyanoethyl)cyclopropane

Synonyms:(1S,2S)-1--1-(methoxycarbonyl)-2-(2-cyanoethyl)cyclopropane

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Chemical Property of (1S,2S)-1--1-(methoxycarbonyl)-2-(2-cyanoethyl)cyclopropane

Chemical Property:

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Technology Process of (1S,2S)-1--1-(methoxycarbonyl)-2-(2-cyanoethyl)cyclopropane

There total 10 articles about (1S,2S)-1--1-(methoxycarbonyl)-2-(2-cyanoethyl)cyclopropane 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: 94.0%

: 143-33-9,25596-52-5
sodium cyanide

: 161111-16-6
Methyl (1S,2R)-1--2-(2-(methanesulfonyloxy)ethyl)cyclopropanecarboxylate

: 161111-17-7
(1S,2S)-1--1-(methoxycarbonyl)-2-(2-cyanoethyl)cyclopropane

Guidance literature:: With sodium iodide; In N,N-dimethyl-formamide; at 80 ℃; for 2h;
DOI:10.1021/jo00097a040

Reference yield:

: 161111-11-1
Di-tert-butyl (R)-2-(2-(benzyloxy)ethyl)cyclopropane-1,1-dicarboxylate

: 161111-17-7
(1S,2S)-1--1-(methoxycarbonyl)-2-(2-cyanoethyl)cyclopropane

Guidance literature:: Multi-step reaction with 9 steps

1: 99 percent / H₂ / 10percent Pd/C / methanol

2: CF₃COOH / CH₂Cl₂ / Heating

3: TEA / acetone / 0.5 h

4: NaN₃ / acetone; H₂O / 0.5 h

5: Heating

6: aq. LiOH / tetrahydrofuran / Ambient temperature

7: K₂CO₃ / acetonitrile; dimethylformamide

8: 100 percent / TEA / CH₂Cl₂ / 0.5 h

9: 94 percent / NaI / dimethylformamide / 2 h / 80 °C

With lithium hydroxide; sodium azide; TEA; hydrogen; potassium carbonate; trifluoroacetic acid; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo00097a040

Reference yield:

: 161111-10-0
Di-tert-butyl (4-(benzyloxy)-(S)-2-(tosyloxy)butyl)malonate

: 161111-17-7
(1S,2S)-1--1-(methoxycarbonyl)-2-(2-cyanoethyl)cyclopropane

Guidance literature:: Multi-step reaction with 10 steps

1: 93 percent / KHMDS / tetrahydrofuran / 1.) -78 to 0 deg C, 20 min, 2.) 0 deg C, 20 min

2: 99 percent / H₂ / 10percent Pd/C / methanol

3: CF₃COOH / CH₂Cl₂ / Heating

4: TEA / acetone / 0.5 h

5: NaN₃ / acetone; H₂O / 0.5 h

6: Heating

7: aq. LiOH / tetrahydrofuran / Ambient temperature

8: K₂CO₃ / acetonitrile; dimethylformamide

9: 100 percent / TEA / CH₂Cl₂ / 0.5 h

10: 94 percent / NaI / dimethylformamide / 2 h / 80 °C

With lithium hydroxide; sodium azide; TEA; hydrogen; potassium hexamethylsilazane; potassium carbonate; trifluoroacetic acid; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo00097a040