N-(3-chloropropyl)-3-cyanoalanine benzyl ester

Base Information

Chemical Name:N-(3-chloropropyl)-3-cyanoalanine benzyl ester
CAS No.:95407-42-4
Molecular Formula:C₁₄H₁₇ClN₂O₂
Molecular Weight:280.754
Hs Code.:

Synonyms:N-(3-chloropropyl)-3-cyanoalanine benzyl ester

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Chemical Property of N-(3-chloropropyl)-3-cyanoalanine benzyl ester

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Technology Process of N-(3-chloropropyl)-3-cyanoalanine benzyl ester

There total 1 articles about N-(3-chloropropyl)-3-cyanoalanine benzyl ester 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:

: 95407-41-3
3-chloropropyl tresylate

: 95407-57-1
(S)-2-Amino-3-cyano-propionic acid benzyl ester; hydrochloride

: 95407-42-4
N-(3-chloropropyl)-3-cyanoalanine benzyl ester

Guidance literature:: With sodium hydrogencarbonate; In acetonitrile; for 4h; Yield given; Heating;
DOI:10.1021/jo00208a017

Reference yield:

: 95407-42-4
N-(3-chloropropyl)-3-cyanoalanine benzyl ester

: 27773-65-5
Apovincaminic acid

Guidance literature:: Multi-step reaction with 12 steps

1: K₃PO₄, Pb(NO₃)2 / acetonitrile / 24 h

2: NaI / acetonitrile / 22 h / Heating

4: 80 percent / NaHCO₃ / acetonitrile / 24 h / Heating

5: H₂ / 10percent Pd/C / methanol; ethyl acetate / 4 h / 2585.7 Torr

6: 1.) pyridine, TsCl, 2.) NaHCO₃ / 1.) CH₂Cl₂, 1 h, 2.) 1 h

7: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) - 30 deg C, 1 h

8: 56 percent / LDA / tetrahydrofuran; hexane / 1.0 -78 deg C, 15 min, 2.) 0 deg C, 9 h

9: 90 percent / NaBH₄ / methanol / 0.05 h / -25 °C

10: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

11: 55 percent / DBU / 1 h / 100 °C

12: aq. NaOH / methanol; tetrahydrofuran / 12 h

With pyridine; sodium hydroxide; sodium tetrahydroborate; potassium phosphate; lead(II) nitrate; hydrogen; sodium hydride; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; p-toluenesulfonyl chloride; sodium iodide; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/jo00208a017

Reference yield:

: 95407-42-4
N-(3-chloropropyl)-3-cyanoalanine benzyl ester

: 4880-92-6
apovincamine

Guidance literature:: Multi-step reaction with 11 steps

1: K₃PO₄, Pb(NO₃)2 / acetonitrile / 24 h

2: NaI / acetonitrile / 22 h / Heating

4: 80 percent / NaHCO₃ / acetonitrile / 24 h / Heating

5: H₂ / 10percent Pd/C / methanol; ethyl acetate / 4 h / 2585.7 Torr

6: 1.) pyridine, TsCl, 2.) NaHCO₃ / 1.) CH₂Cl₂, 1 h, 2.) 1 h

7: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) - 30 deg C, 1 h

8: 56 percent / LDA / tetrahydrofuran; hexane / 1.0 -78 deg C, 15 min, 2.) 0 deg C, 9 h

9: 90 percent / NaBH₄ / methanol / 0.05 h / -25 °C

10: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

11: 55 percent / DBU / 1 h / 100 °C

With pyridine; sodium tetrahydroborate; potassium phosphate; lead(II) nitrate; hydrogen; sodium hydride; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; p-toluenesulfonyl chloride; sodium iodide; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/jo00208a017