1-Piperidinecarboxylic acid, 2,4-dioxo-6-(phenylmethyl)-, 1,1-dimethylethyl ester, (6S)-

Base Information

Chemical Name:1-Piperidinecarboxylic acid, 2,4-dioxo-6-(phenylmethyl)-, 1,1-dimethylethyl ester, (6S)-
CAS No.:653589-12-9
Molecular Formula:C17H21NO4
Molecular Weight:303.358
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-Piperidinecarboxylic acid, 2,4-dioxo-6-(phenylmethyl)-, 1,1-dimethylethyl ester, (6S)-

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 1-Piperidinecarboxylic acid, 2,4-dioxo-6-(phenylmethyl)-, 1,1-dimethylethyl ester, (6S)-

There total 6 articles about 1-Piperidinecarboxylic acid, 2,4-dioxo-6-(phenylmethyl)-, 1,1-dimethylethyl ester, (6S)- 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: 87.0%

: 2033-24-1
cycl-isopropylidene malonate

: 51871-62-6
(S)-3-tert-butoxycarbonylamino-4-phenylbutanoic acid

: 653589-12-9
tert-butyl (2S)-2-benzyl-4,6-dioxo-1-piperidinecarboxylate

Guidance literature:: cycl-isopropylidene malonate; (S)-3-tert-butoxycarbonylamino-4-phenylbutanoic acid; With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 0 - 20 ℃; for 3h;

In ethyl acetate; for 5h; Heating;
DOI:10.1021/jo0353886

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 653589-12-9
tert-butyl (2S)-2-benzyl-4,6-dioxo-1-piperidinecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 4-methyl-morpholine / 1,2-dimethoxyethane / Inert atmosphere

2: sodium tetrahydroborate / water / Inert atmosphere

3: triethylamine / Inert atmosphere

4: dimethyl sulfoxide / Inert atmosphere

5: potassium hydroxide / water; ethanol / 90 °C / Inert atmosphere

6: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 5 h / 0 - 25 °C / Inert atmosphere

With 4-methyl-morpholine; dmap; sodium tetrahydroborate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide; In 1,2-dimethoxyethane; ethanol; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1002/anie.201400927

Reference yield:

: 67729-36-6,60398-40-5
Boc-Phe-O-COO-isoBu

: 653589-12-9
tert-butyl (2S)-2-benzyl-4,6-dioxo-1-piperidinecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: sodium tetrahydroborate / water / Inert atmosphere

2: triethylamine / Inert atmosphere

3: dimethyl sulfoxide / Inert atmosphere

4: potassium hydroxide / water; ethanol / 90 °C / Inert atmosphere

5: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 5 h / 0 - 25 °C / Inert atmosphere

With dmap; sodium tetrahydroborate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide; In ethanol; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1002/anie.201400927