(2S,4S)-trans-4-(tert-butyl)-1,2-piperidinedicarboxylic acid 2-methyl 1-(phenylmethyl) diester

Base Information

Chemical Name:(2S,4S)-trans-4-(tert-butyl)-1,2-piperidinedicarboxylic acid 2-methyl 1-(phenylmethyl) diester
CAS No.:261777-43-9
Molecular Formula:C₁₉H₂₇NO₄
Molecular Weight:333.428
Hs Code.:

Synonyms:(2S,4S)-trans-4-(tert-butyl)-1,2-piperidinedicarboxylic acid 2-methyl 1-(phenylmethyl) diester

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Chemical Property of (2S,4S)-trans-4-(tert-butyl)-1,2-piperidinedicarboxylic acid 2-methyl 1-(phenylmethyl) diester

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Technology Process of (2S,4S)-trans-4-(tert-butyl)-1,2-piperidinedicarboxylic acid 2-methyl 1-(phenylmethyl) diester

There total 6 articles about (2S,4S)-trans-4-(tert-butyl)-1,2-piperidinedicarboxylic acid 2-methyl 1-(phenylmethyl) diester 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: 83.0%

: 261777-40-6
(2R,4S)-cis-4-(tert-butyl)-1,2-piperidinedicarboxylic acid 2-methyl 1-(phenylmethyl) diester

: 261777-43-9
(2S,4S)-trans-4-(tert-butyl)-1,2-piperidinedicarboxylic acid 2-methyl 1-(phenylmethyl) diester

Guidance literature:: With sodium methylate; In methanol; at 20 ℃; for 96h;
DOI:10.1016/S0957-4166(99)00473-5

Reference yield:

: 23569-17-7
4-tert-butylpyridine N-oxide

: 261777-43-9
(2S,4S)-trans-4-(tert-butyl)-1,2-piperidinedicarboxylic acid 2-methyl 1-(phenylmethyl) diester

Guidance literature:: Multi-step reaction with 6 steps

1.1: (CH₃)2NCOCl / CH₂Cl₂

2.1: aq. HCl / Heating

3.1: H₂ / PtO₂ / ethanol; H₂O

4.1: aq. NaOH

4.2: L-tyrosine hydrazide / methanol / Heating

5.1: 85 percent / thionyl chloride / 16 h / 20 °C

6.1: 83 percent / NaOMe / methanol / 96 h / 20 °C

With hydrogenchloride; sodium hydroxide; thionyl chloride; hydrogen; sodium methylate; N,N-Dimethylcarbamoyl chloride; platinum(IV) oxide; In methanol; ethanol; dichloromethane; water; 1.1: cyanidation / 2.1: Hydrolysis / 3.1: Reduction / 4.1: Acylation / 4.2: rac. resolution / 5.1: Esterification / 6.1: Isomerization;
DOI:10.1016/S0957-4166(99)00473-5

Reference yield:

: 42205-74-3
4-tert-Butylpyridine-2-carboxylic acid

: 261777-43-9
(2S,4S)-trans-4-(tert-butyl)-1,2-piperidinedicarboxylic acid 2-methyl 1-(phenylmethyl) diester

Guidance literature:: Multi-step reaction with 4 steps

1.1: H₂ / PtO₂ / ethanol; H₂O

2.1: aq. NaOH

2.2: L-tyrosine hydrazide / methanol / Heating

3.1: 85 percent / thionyl chloride / 16 h / 20 °C

4.1: 83 percent / NaOMe / methanol / 96 h / 20 °C

With sodium hydroxide; thionyl chloride; hydrogen; sodium methylate; platinum(IV) oxide; In methanol; ethanol; water; 1.1: Reduction / 2.1: Acylation / 2.2: rac. resolution / 3.1: Esterification / 4.1: Isomerization;
DOI:10.1016/S0957-4166(99)00473-5