methyl (3S,3'S)-3-<3'-tert-butyldimethylsiloxy-3'-(4-methoxyphenyl)propylamino>-3-(4-methoxyphenyl)propionate

Base Information

Chemical Name:methyl (3S,3'S)-3-<3'-tert-butyldimethylsiloxy-3'-(4-methoxyphenyl)propylamino>-3-(4-methoxyphenyl)propionate
CAS No.:159848-82-5
Molecular Formula:C₂₇H₄₁NO₅Si
Molecular Weight:487.712
Hs Code.:

Synonyms:methyl (3S,3'S)-3-<3'-tert-butyldimethylsiloxy-3'-(4-methoxyphenyl)propylamino>-3-(4-methoxyphenyl)propionate

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Chemical Property of methyl (3S,3'S)-3-<3'-tert-butyldimethylsiloxy-3'-(4-methoxyphenyl)propylamino>-3-(4-methoxyphenyl)propionate

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Technology Process of methyl (3S,3'S)-3-<3'-tert-butyldimethylsiloxy-3'-(4-methoxyphenyl)propylamino>-3-(4-methoxyphenyl)propionate

There total 14 articles about methyl (3S,3'S)-3-<3'-tert-butyldimethylsiloxy-3'-(4-methoxyphenyl)propylamino>-3-(4-methoxyphenyl)propionate 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: 74.0%

: 159848-76-7,227319-36-0
methyl (+)-(3S)-3-amino-3-(4-methoxyphenyl)propanoate

: 159848-81-4
(S)-2-tert-butyldimethylsiloxy-2-(4-methoxyphenyl)-1-formylethane

: 159848-82-5
methyl (3S,3'S)-3-<3'-tert-butyldimethylsiloxy-3'-(4-methoxyphenyl)propylamino>-3-(4-methoxyphenyl)propionate

Guidance literature:: With sodium cyanoborohydride; In tetrahydrofuran; methanol; acetic acid; at 0 - 10 ℃; for 10h;
DOI:10.1016/S0040-4020(01)85520-4

Reference yield:

: 24393-56-4
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

: 159848-82-5
methyl (3S,3'S)-3-<3'-tert-butyldimethylsiloxy-3'-(4-methoxyphenyl)propylamino>-3-(4-methoxyphenyl)propionate

Guidance literature:: Multi-step reaction with 7 steps

1: 92 percent / AD-mix-β, CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 4 deg C, 11 h then rt., 4 h

2: 73 percent / pyridine / 18 h / 4 °C

3: 87 percent / LiCl / dimethylformamide / 14 h / 85 °C

4: 91 percent / HCO₂NH₄ / 5percent Pd-C / methanol / 2 h / 0 °C

5: 99.6 percent / imidazole / dimethylformamide / 14 h / Ambient temperature

6: 95 percent / 1.5M DIBAL / CH₂Cl₂; toluene / 0.25 h / -78 °C

7: 74 percent / 1M NaBH₃CN / methanol; acetic acid; tetrahydrofuran / 10 h / 0 - 10 °C

With pyridine; 1H-imidazole; methanesulfonamide; AD-mix-β; ammonium formate; diisobutylaluminium hydride; sodium cyanoborohydride; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
DOI:10.1016/S0040-4020(01)85520-4

Reference yield:

: ethyl (2RS,3R)-2-chloro-3-hydroxy-3-(4-methoxyphenyl)propionate

: 159848-82-5
methyl (3S,3'S)-3-<3'-tert-butyldimethylsiloxy-3'-(4-methoxyphenyl)propylamino>-3-(4-methoxyphenyl)propionate

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / HCO₂NH₄ / 5percent Pd-C / methanol / 2 h / 0 °C

2: 99.6 percent / imidazole / dimethylformamide / 14 h / Ambient temperature

3: 95 percent / 1.5M DIBAL / CH₂Cl₂; toluene / 0.25 h / -78 °C

4: 74 percent / 1M NaBH₃CN / methanol; acetic acid; tetrahydrofuran / 10 h / 0 - 10 °C

With 1H-imidazole; ammonium formate; diisobutylaluminium hydride; sodium cyanoborohydride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)85520-4