methyl (2S)-2-[(benzyloxy)carbonyl]amino-3-(4-bromo-3-methylphenyl)propanoate

Base Information

Chemical Name:methyl (2S)-2-[(benzyloxy)carbonyl]amino-3-(4-bromo-3-methylphenyl)propanoate
CAS No.:850321-16-3
Molecular Formula:C₁₉H₂₀BrNO₄
Molecular Weight:406.276
Hs Code.:

Synonyms:methyl (2S)-2-[(benzyloxy)carbonyl]amino-3-(4-bromo-3-methylphenyl)propanoate

Suppliers and Price of methyl (2S)-2-[(benzyloxy)carbonyl]amino-3-(4-bromo-3-methylphenyl)propanoate

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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 methyl (2S)-2-[(benzyloxy)carbonyl]amino-3-(4-bromo-3-methylphenyl)propanoate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of methyl (2S)-2-[(benzyloxy)carbonyl]amino-3-(4-bromo-3-methylphenyl)propanoate

There total 4 articles about methyl (2S)-2-[(benzyloxy)carbonyl]amino-3-(4-bromo-3-methylphenyl)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: 83.0%

: 905281-17-6
methyl (2Z)-2-[(benzyloxy)carbonyl]amino-3-(4-bromo-3-methylphenyl)acrylate

: 850321-16-3
methyl (2S)-2-[(benzyloxy)carbonyl]amino-3-(4-bromo-3-methylphenyl)propanoate

Guidance literature:: With (Z,Z)-cycloocta-1,5-diene(R,R-1,2-bis(2,5-diethylphospholanyl)benzene)rhodium(I) tetrafluoroborate; hydrogen; In ethanol; for 24h; under 2585.74 Torr;
DOI:10.1021/jm0600904

Reference yield:

: 78775-11-8
3-methyl-4-bromobenzaldehyde

: 850321-16-3
methyl (2S)-2-[(benzyloxy)carbonyl]amino-3-(4-bromo-3-methylphenyl)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / 1,8-diazabicyclo[5.4.0]-undec-7-ene / CH₂Cl₂ / 1.5 h / 20 °C

2: 83 percent / (R,R)-1,2-[(o-MeOPh)(Ph)P]2CH₂CH₂(1,5-cyclooctadiene)Rh*BF₄; H₂ / ethanol / 24 h / 2585.74 Torr

With (Z,Z)-cycloocta-1,5-diene(R,R-1,2-bis(2,5-diethylphospholanyl)benzene)rhodium(I) tetrafluoroborate; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethanol; dichloromethane;
DOI:10.1021/jm0600904

Reference yield:

: 148547-19-7
4-Bromo-3-methylbenzoic acid methyl ester

: 850321-16-3
methyl (2S)-2-[(benzyloxy)carbonyl]amino-3-(4-bromo-3-methylphenyl)propanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / lithium tetrahydroborate / tetrahydrofuran / 48 h / 25 °C

2: 96 percent / dimethyl sulfoxide; oxalyl chloride; triethylamine / CH₂Cl₂ / 2 h / -78 - 20 °C

3: 85 percent / 1,8-diazabicyclo[5.4.0]-undec-7-ene / CH₂Cl₂ / 1.5 h / 20 °C

4: 83 percent / (R,R)-1,2-[(o-MeOPh)(Ph)P]2CH₂CH₂(1,5-cyclooctadiene)Rh*BF₄; H₂ / ethanol / 24 h / 2585.74 Torr

With lithium borohydride; oxalyl dichloride; (Z,Z)-cycloocta-1,5-diene(R,R-1,2-bis(2,5-diethylphospholanyl)benzene)rhodium(I) tetrafluoroborate; hydrogen; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; 2: Swern oxidation;
DOI:10.1021/jm0600904