methyl (3R)-2-{[methoxy(methyl)amino]carbonyl}-3-phenylpent-4-enoate

Base Information

• Chemical Name: methyl (3R)-2-{[methoxy(methyl)amino]carbonyl}-3-phenylpent-4-enoate
• CAS No.: 892123-76-1
• Molecular Formula: C₁₅H₁₉NO₄
• Molecular Weight: 277.32
• Mol file: 892123-76-1.mol

Synonyms:methyl (3R)-2-{[methoxy(methyl)amino]carbonyl}-3-phenylpent-4-enoate

Chemical Property of methyl (3R)-2-{[methoxy(methyl)amino]carbonyl}-3-phenylpent-4-enoate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of methyl (3R)-2-{[methoxy(methyl)amino]carbonyl}-3-phenylpent-4-enoate

There total 2 articles about methyl (3R)-2-{[methoxy(methyl)amino]carbonyl}-3-phenylpent-4-enoate 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: 89.0%

Sodium; (E)-1-methoxy-2-(methoxy-methyl-carbamoyl)-ethenolate + (E)-methyl cinnamyl carbonate (87802-71-9,85217-69-2) → methyl (3R)-2-{[methoxy(methyl)amino]carbonyl}-3-phenylpent-4-enoate (892123-76-1)

Guidance literature:

With O,O'-(S)-(1,1'-dinaphthyl-2,2'-diyl)-N,N-di-(S,S)-[2-phenylethylphosphoramidite]; copper(l) iodide; bis(1,5-cyclooctadiene)diiridium(I) dichloride; thiophene; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1002/anie.200503945

Reference yield:

methyl 3-[methoxy(methyl)amino]-3-oxopropanoate + (E)-methyl cinnamyl carbonate (87802-71-9,85217-69-2) → methyl (3R)-2-{[methoxy(methyl)amino]carbonyl}-3-phenylpent-4-enoate (892123-76-1) + methyl (4E)-2-{[methoxy(methyl)amino]carbonyl}-5-phenylpent-4-enoate (1062292-58-3)

Guidance literature:

methyl 3-[methoxy(methyl)amino]-3-oxopropanoate; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃;

(E)-methyl cinnamyl carbonate; With thiophene; copper(l) iodide; bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; (S)-(+)-(3,5-dioxa-4-phosphacyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-[(1S)-1-(2-methoxy-phenyl)ethyl]amine; In tetrahydrofuran; mineral oil; at 20 ℃; for 0.5h; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/chem.200800495

Reference yield: 87.0%

methyl (3R)-2-{[methoxy(methyl)amino]carbonyl}-3-phenylpent-4-enoate (892123-76-1) → (+)-(3S)-N-methoxy-N-methyl-3-phenylpent-4-enamide (1062291-99-9)

Guidance literature:

methyl (3R)-2-{[methoxy(methyl)amino]carbonyl}-3-phenylpent-4-enoate; With sodium hydroxide; In methanol; water; at 20 ℃; for 4h;

With hydrogenchloride; In methanol; water;

With 2,6-di-tert-butyl-4-methyl-phenol; at 180 ℃; for 0.333333h;

DOI:10.1002/chem.200800495

upstream raw materials:

(E)-methyl cinnamyl carbonate

Downstream raw materials:

(+)-(3S)-N-methoxy-N-methyl-3-phenylpent-4-enamide