1-Piperidinecarboxylic acid, 3-(acetyloxy)-2-phenyl-, 1,1-dimethylethyl ester, (2S,3S)-

Base Information

Chemical Name:1-Piperidinecarboxylic acid, 3-(acetyloxy)-2-phenyl-, 1,1-dimethylethyl ester, (2S,3S)-
CAS No.:374094-76-5
Molecular Formula:C18H25NO4
Molecular Weight:319.401
Hs Code.:

Synonyms:

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Chemical Property of 1-Piperidinecarboxylic acid, 3-(acetyloxy)-2-phenyl-, 1,1-dimethylethyl ester, (2S,3S)-

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Technology Process of 1-Piperidinecarboxylic acid, 3-(acetyloxy)-2-phenyl-, 1,1-dimethylethyl ester, (2S,3S)-

There total 6 articles about 1-Piperidinecarboxylic acid, 3-(acetyloxy)-2-phenyl-, 1,1-dimethylethyl ester, (2S,3S)- 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: 95.0%

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

: 374094-75-4
Acetic acid (2S,3S)-1-benzyl-2-phenyl-piperidin-3-yl ester

: 374094-76-5
(2S,3S)-3-Acetoxy-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Acetic acid (2S,3S)-1-benzyl-2-phenyl-piperidin-3-yl ester; With hydrogen; palladium on activated charcoal; under 2327.17 Torr;

di-tert-butyl dicarbonate;
DOI:10.1016/S0040-4039(01)01223-0

Reference yield:

: 24463-87-4
(5-chloropent-1-ynyl)benzene

: 374094-76-5
(2S,3S)-3-Acetoxy-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 95 percent / H₂; 1-hexene / Lindlar's catalyst / ethyl acetate / 2327.17 Torr

2.1: N-phenylpyridine-N-oxide; NaCl; NaOCl / (R,R)-(-)-N,N'-bis(3,5-ditBusalicylidene)-1,2-cy-diNH₂-MnCl₃ / CH₂Cl₂ / 48 h / 5 °C

3.1: 65 percent / NaHCO₃; NaI / acetonitrile / Heating

4.1: methanesulfonyl chloride; triethylamine / tetrahydrofuran / 1 h / -20 °C

4.2: 85 percent / tetrahydrofuran / 16 h / 20 °C

5.1: 95 percent / H₂ / Pd/C / 2327.17 Torr

With sodium hypochlorite; 1-hexene; N-phenylpyridine-N-oxide; hydrogen; sodium hydrogencarbonate; methanesulfonyl chloride; triethylamine; sodium iodide; sodium chloride; palladium on activated charcoal; Lindlar's catalyst; (R,R)-(-)-N,N'-bis(3,5-ditBusalicylidene)-1,2-cy-diNH₂-MnCl₃; In tetrahydrofuran; dichloromethane; ethyl acetate; acetonitrile; 2.1: Jacobsen's asymmetric epoxidation;
DOI:10.1016/S0040-4039(01)01223-0

Reference yield:

: 536-74-3
phenylacetylene

: 374094-76-5
(2S,3S)-3-Acetoxy-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 89 percent / n-BuLi / tetrahydrofuran / 16 h / Heating

2.1: 95 percent / H₂; 1-hexene / Lindlar's catalyst / ethyl acetate / 2327.17 Torr

3.1: N-phenylpyridine-N-oxide; NaCl; NaOCl / (R,R)-(-)-N,N'-bis(3,5-ditBusalicylidene)-1,2-cy-diNH₂-MnCl₃ / CH₂Cl₂ / 48 h / 5 °C

4.1: 65 percent / NaHCO₃; NaI / acetonitrile / Heating

5.1: methanesulfonyl chloride; triethylamine / tetrahydrofuran / 1 h / -20 °C

5.2: 85 percent / tetrahydrofuran / 16 h / 20 °C

6.1: 95 percent / H₂ / Pd/C / 2327.17 Torr

With sodium hypochlorite; n-butyllithium; 1-hexene; N-phenylpyridine-N-oxide; hydrogen; sodium hydrogencarbonate; methanesulfonyl chloride; triethylamine; sodium iodide; sodium chloride; palladium on activated charcoal; Lindlar's catalyst; (R,R)-(-)-N,N'-bis(3,5-ditBusalicylidene)-1,2-cy-diNH₂-MnCl₃; In tetrahydrofuran; dichloromethane; ethyl acetate; acetonitrile; 3.1: Jacobsen's asymmetric epoxidation;
DOI:10.1016/S0040-4039(01)01223-0