ethyl (3S)-2,2-difluoro-3-{N-[(1S)-(2-methoxy-1-phenylethyl)]amino}-4-phenylbutanoate

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Chemical Name:ethyl (3S)-2,2-difluoro-3-{N-[(1S)-(2-methoxy-1-phenylethyl)]amino}-4-phenylbutanoate
CAS No.:879220-59-4
Molecular Formula:C₂₁H₂₅F₂NO₃
Molecular Weight:377.431
Hs Code.:

Synonyms:ethyl (3S)-2,2-difluoro-3-{N-[(1S)-(2-methoxy-1-phenylethyl)]amino}-4-phenylbutanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ethyl (3S)-2,2-difluoro-3-{N-[(1S)-(2-methoxy-1-phenylethyl)]amino}-4-phenylbutanoate

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Technology Process of ethyl (3S)-2,2-difluoro-3-{N-[(1S)-(2-methoxy-1-phenylethyl)]amino}-4-phenylbutanoate

There total 2 articles about ethyl (3S)-2,2-difluoro-3-{N-[(1S)-(2-methoxy-1-phenylethyl)]amino}-4-phenylbutanoate 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: 52.3%

: 667-27-6
Ethyl bromodifluoroacetate

: 122-78-1
phenylacetaldehyde

: 91298-74-7
(S)-2-methoxy-1-phenylethylamine

: 879220-59-4
ethyl (3S)-2,2-difluoro-3-{N-[(1S)-(2-methoxy-1-phenylethyl)]amino}-4-phenylbutanoate

Guidance literature:: phenylacetaldehyde; (S)-2-methoxy-1-phenylethylamine; In tetrahydrofuran; at 0 ℃; for 4h;

Ethyl bromodifluoroacetate; With diethylzinc; Wilkinson's catalyst; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h;
DOI:10.1021/ol052781k

Reference yield:

: 667-27-6
Ethyl bromodifluoroacetate

: C₁₇H₁₉NO

: 879220-59-4
ethyl (3S)-2,2-difluoro-3-{N-[(1S)-(2-methoxy-1-phenylethyl)]amino}-4-phenylbutanoate

Guidance literature:: With Wilkinson's catalyst; diethylzinc; In tetrahydrofuran; hexane; Inert atmosphere;
DOI:10.1021/jo900134k

Reference yield:

: 879220-59-4
ethyl (3S)-2,2-difluoro-3-{N-[(1S)-(2-methoxy-1-phenylethyl)]amino}-4-phenylbutanoate

: 879220-82-3
tert-butyl (5S,3Z)-5-[N-(tert-butoxycarbonyl)amino]-4-fluoro-6-phenylhex-3-enoate

Guidance literature:: Multi-step reaction with 4 steps

1: 76.4 percent / H₂ / Pd(OH)2/C / ethanol / 24 h / 20 °C

2: DIBALH / CH₂Cl₂; toluene / 0.5 h / -78 °C

3: 13.8 mg / NaI; DBU / tetrahydrofuran / 2 h / 0 °C

4: 85.9 percent / CuI; MeLi; LiBr / tetrahydrofuran; diethyl ether / -78 °C

With copper(l) iodide; methyllithium; hydrogen; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium iodide; lithium bromide; palladium dihydroxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; toluene;
DOI:10.1021/ol052781k