S-ethyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanethioate

Base Information

• Chemical Name: S-ethyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanethioate
• CAS No.: 292150-93-7
• Molecular Formula: C₁₆H₂₃NO₃S
• Molecular Weight: 309.43
• Mol file: 292150-93-7.mol

Synonyms:S-ethyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanethioate

Chemical Property of S-ethyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanethioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of S-ethyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanethioate

There total 9 articles about S-ethyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanethioate 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%

N-(tert-butoxycarbonyl)-L-phenylalanine benzyl ester (66617-58-1) + ethanethiol (75-08-1) → S-ethyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanethioate (292150-93-7)

Guidance literature:

With dimethylaluminum chloride; In dichloromethane; at 20 ℃; for 1.75h;

DOI:10.1021/ol0060836

Reference yield: 85.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + ethanethiol (75-08-1) → S-ethyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanethioate (292150-93-7)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1002/ejoc.201300927

Reference yield: 73.0%

ethanethiol (75-08-1) + (S)-2-tert-Butoxycarbonylamino-3-phenyl-propionic acid (4R,5R)-5-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyloxy)-[1,2]dithian-4-yl ester → S-ethyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanethioate (292150-93-7)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1002/psc.3358

upstream raw materials:

N-(tert-butoxycarbonyl)-L-phenylalanine benzyl ester

ethanethiol

Boc-Phe-O-COO-isoBu

N-tert-butoxycarbonyl-L-phenylalanine

Downstream raw materials:

(S)-tert-butyl (1-oxo-3-phenyl-1-(piperidin-1-yl)propan-2-yl)carbamate

H-Phe-SEt

Boc-L-phenylalaninal

C₁₁H₁₅NOS*C₂HF₃O₂