ethyl (2S,4R)-1-(tert-butoxycarbonyl)-4-benzylpyroglutamate

Base Information

• Chemical Name: ethyl (2S,4R)-1-(tert-butoxycarbonyl)-4-benzylpyroglutamate
• CAS No.: 153080-85-4
• Molecular Formula: C₁₉H₂₅NO₅
• Molecular Weight: 347.411
• Mol file: 153080-85-4.mol

Synonyms:ethyl (2S,4R)-1-(tert-butoxycarbonyl)-4-benzylpyroglutamate

Chemical Property of ethyl (2S,4R)-1-(tert-butoxycarbonyl)-4-benzylpyroglutamate

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of ethyl (2S,4R)-1-(tert-butoxycarbonyl)-4-benzylpyroglutamate

There total 2 articles about ethyl (2S,4R)-1-(tert-butoxycarbonyl)-4-benzylpyroglutamate 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: 76.0%

benzyl bromide (100-39-0) + (S)-ethyl N-tert-butoxycarbonylpyroglutamate (144978-35-8,144978-12-1,251924-83-1) → ethyl (2S,4R)-1-(tert-butoxycarbonyl)-4-benzylpyroglutamate (153080-85-4)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 5h;

DOI:10.1021/jo0203591

Reference yield:

(S)-ethyl N-tert-butoxycarbonylpyroglutamate (144978-35-8,144978-12-1,251924-83-1) → ethyl (2S,4R)-1-(tert-butoxycarbonyl)-4-benzylpyroglutamate (153080-85-4)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0960-894X(03)00032-5

Reference yield: 80.0%

ethyl (2S,4R)-1-(tert-butoxycarbonyl)-4-benzylpyroglutamate (153080-85-4) → ethyl (2S,4R)-N-BOC-4-benzylprolinate (171038-43-0)

Guidance literature:

With triethylsilane; boron trifluoride diethyl etherate; lithium triethylborohydride;

DOI:10.1016/0040-4039(95)01165-E

upstream raw materials:

benzyl bromide

(S)-ethyl N-tert-butoxycarbonylpyroglutamate

Downstream raw materials:

ethyl (2S,4S)-1-(tert-butoxycarbonyl)-4-benzylpyroglutamate

ethyl (2S,4R)-N-BOC-4-benzylprolinate

(2S,4R)-4-Benzyl-5-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester

(4R)-N^α-tert-butoxycarbonyl-4-benzyl-5-methoxy-L-proline ethyl ester