methyl (2S)-3-(3-chlorophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate

Base Information

• Chemical Name: methyl (2S)-3-(3-chlorophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS No.: 851967-77-6
• Molecular Formula: C₁₅H₂₀ClNO₄
• Molecular Weight: 313.781

Synonyms:methyl (2S)-3-(3-chlorophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate

Chemical Property of methyl (2S)-3-(3-chlorophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate

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Technology Process of methyl (2S)-3-(3-chlorophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate

There total 3 articles about methyl (2S)-3-(3-chlorophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate 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%

methanol (67-56-1) + (2S)-2-((tert-butoxycarbonyl)amino)-3-(3-chlorophenyl)propanoic acid (114873-03-9,80102-25-6) → methyl (2S)-3-(3-chlorophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate (851967-77-6)

Guidance literature:

With diazomethyl-trimethyl-silane; In methanol; hexane; benzene; at 0 - 25 ℃; for 24.5h;

Reference yield: 88.0%

(2S)-2-((tert-butoxycarbonyl)amino)-3-(3-chlorophenyl)propanoic acid (114873-03-9,80102-25-6) + methyl iodide (74-88-4) → methyl (2S)-3-(3-chlorophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate (851967-77-6)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/ol1015674

Reference yield: 54.0%

3-iodochlorobenzene (625-99-0) + N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester (93267-04-0,170848-34-7,889670-02-4) → methyl (2S)-3-(3-chlorophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate (851967-77-6) + (2S,5S)-2,5-bis-tert-butoxycarbonylaminohexane-1,6-dioic acid dimethyl ester (915040-50-5)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; dichloro bis((p-dimethylaminophenyl)-?-di-tert-butylphosphine)palladium(II); zinc; In water; at 65 ℃; for 4h; Inert atmosphere;

DOI:10.1021/jo102334c

upstream raw materials:

methanol

(2S)-2-((tert-butoxycarbonyl)amino)-3-(3-chlorophenyl)propanoic acid

methyl iodide

3-iodochlorobenzene

Downstream raw materials:

methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate

(S)-2-((tert-butoxycarbonyl)amino)-3-(3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoic acid

Ac-(cyclo-m,m)-[(3-Cl)FAAAY]-CO₂Me

Boc-(cyclo-m,m)-[(3-Cl)FAAY]-CO₂Me

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