(2S)-(N-para-toluenesulphonylamino)pentanoic acid tert-butyl ester

Base Information

• Chemical Name: (2S)-(N-para-toluenesulphonylamino)pentanoic acid tert-butyl ester
• CAS No.: 127700-63-4
• Molecular Formula: C₁₆H₂₅NO₄S
• Molecular Weight: 327.445
• Mol file: 127700-63-4.mol

Synonyms:(2S)-(N-para-toluenesulphonylamino)pentanoic acid tert-butyl ester

Chemical Property of (2S)-(N-para-toluenesulphonylamino)pentanoic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (2S)-(N-para-toluenesulphonylamino)pentanoic acid tert-butyl ester

There total 9 articles about (2S)-(N-para-toluenesulphonylamino)pentanoic acid tert-butyl 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: 94.0%

tert-butyl (2S)-5-iodo-2-{[(4-methylphenyl)sulfonyl]amino}pentanoate → (2S)-(N-para-toluenesulphonylamino)pentanoic acid tert-butyl ester (127700-63-4)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 1h; Reflux;

DOI:10.1021/acs.orglett.5b00866

Reference yield: 82.0%

p-toluenesulfonyl chloride (98-59-9) + (2S)-aminopentanoic acid tert-butyl ester hydrochloride → (2S)-(N-para-toluenesulphonylamino)pentanoic acid tert-butyl ester (127700-63-4)

Guidance literature:

With triethylamine; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1016/S0040-4020(01)87968-0

Reference yield: 32.0%

ethylmagnesium chloride (2386-64-3) + 1-p-toluensulfonylaziridine-(2S)-carboxylic acid tert-butyl ester (127700-57-6) → 3-(N-para-toluenesulphonylamino)propanoic acid tert-butyl ester + (2S)-(N-para-toluenesulphonylamino)pentanoic acid tert-butyl ester (127700-63-4) + (2R)-(N-para-toluenesulphonylaminomethyl)butanoic acid tert-butyl ester

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; at -20 ℃; for 1h;

DOI:10.1039/c39890001852

upstream raw materials:

ethylmagnesium chloride

1-p-toluensulfonylaziridine-(2S)-carboxylic acid tert-butyl ester

p-toluenesulfonyl chloride

L-glutamic acid

Downstream raw materials:

(2S)-tert-butyl 5-hydroxy-1-tosylpyrrolidine-2-carboxylate

tert-butyl (2S)-1-[(4-methylphenyl)sulfonyl]-2-pyrrolidinecarboxylate

(S)-tert-butyl 1-tosylpyrrolidine-2-carboxylate

L-Norvaline