methyl (βS)-N-(tert-butoxycarbonyl)-N,β-dimethyl-L-phenylalaninate

Base Information

• Chemical Name: methyl (βS)-N-(tert-butoxycarbonyl)-N,β-dimethyl-L-phenylalaninate
• CAS No.: 676630-29-8
• Molecular Formula: C₁₇H₂₅NO₄
• Molecular Weight: 307.39
• Mol file: 676630-29-8.mol

Synonyms:methyl (βS)-N-(tert-butoxycarbonyl)-N,β-dimethyl-L-phenylalaninate

Chemical Property of methyl (βS)-N-(tert-butoxycarbonyl)-N,β-dimethyl-L-phenylalaninate

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (βS)-N-(tert-butoxycarbonyl)-N,β-dimethyl-L-phenylalaninate

There total 1 articles about methyl (βS)-N-(tert-butoxycarbonyl)-N,β-dimethyl-L-phenylalaninate 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:

(βS)-N-(tert-butoxycarbonyl)-β-methyl-L-phenylalanine (90731-57-0,630424-76-9) + methyl iodide (74-88-4) → methyl (βS)-N-(tert-butoxycarbonyl)-N,β-dimethyl-L-phenylalaninate (676630-29-8)

Guidance literature:

(βS)-N-(tert-butoxycarbonyl)-β-methyl-L-phenylalanine; With sodium hydride; In N,N-dimethyl-formamide; at 25 ℃; for 1h;

methyl iodide; In N,N-dimethyl-formamide; at 25 ℃; for 24h;

DOI:10.1021/jm040056u

Reference yield:

methyl (βS)-N-(tert-butoxycarbonyl)-N,β-dimethyl-L-phenylalaninate (676630-29-8) → (E)-(S)-4-{[(S)-3,3-Dimethyl-2-((2S,3S)-2-methylamino-3-phenyl-butyrylamino)-butyryl]-methyl-amino}-2,5-dimethyl-hex-2-enoic acid

Guidance literature:

Multi-step reaction with 3 steps

1: 122 mg / aq. LiOH / methanol; tetrahydrofuran / 15 h / 20 °C

2: 117 mg / HOBT; EDC; diisopropylethylamine / dimethylformamide / 0 - 20 °C

3: aq. LiOH / methanol; tetrahydrofuran / 15 h / 20 °C

With lithium hydroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm040056u

Reference yield:

methyl (βS)-N-(tert-butoxycarbonyl)-N,β-dimethyl-L-phenylalaninate (676630-29-8) → (E)-(S)-4-{[(S)-3,3-Dimethyl-2-((2S,3S)-2-methylamino-3-phenyl-butyrylamino)-butyryl]-methyl-amino}-2,5-dimethyl-hex-2-enoic acid ethyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 122 mg / aq. LiOH / methanol; tetrahydrofuran / 15 h / 20 °C

2: 117 mg / HOBT; EDC; diisopropylethylamine / dimethylformamide / 0 - 20 °C

With lithium hydroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm040056u

upstream raw materials:

(βS)-N-(tert-butoxycarbonyl)-β-methyl-L-phenylalanine

methyl iodide