beta-methyl-D-tyrosine

Base Information

• Chemical Name: beta-methyl-D-tyrosine
• CAS No.: 128573-11-5
• Molecular Formula: C₁₀H₁₃NO₃
• Molecular Weight: 195.218
• Mol file: 128573-11-5.mol

Synonyms:threo-D-(2R,3S)-β-Methyltyrosine

Chemical Property of beta-methyl-D-tyrosine

Chemical Property:

• Vapor Pressure: 3.78E-06mmHg at 25°C

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of beta-methyl-D-tyrosine

There total 13 articles about beta-methyl-D-tyrosine 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:

(2R,3S)-2-Azido-3-(4-methoxyphenyl)butyric acid (128677-84-9) → threo-D-(2R,3S)-β-Methyltyrosine (128573-11-5,128573-14-8)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂, 0.2 N aq. HCl / 10percent Pd/C / 15 h / 760 Torr / Ambient temperature

2: 48percent aq. HBr / acetic acid / 6 h / Heating

With hydrogenchloride; hydrogen bromide; hydrogen; palladium on activated charcoal; In acetic acid;

DOI:10.1021/jo00078a042

Reference yield:

1-bromo-4-methoxy-benzene (104-92-7) → threo-D-(2R,3S)-β-Methyltyrosine (128573-11-5,128573-14-8)

Guidance literature:

Multi-step reaction with 6 steps

2: 1.) Bu₂BOTf, (i-Pr)2NEt, 2.) NBS / 1.) CH₂Cl₂, 0 deg C -> r.t., 1.5 h, 2.) CH₂Cl₂, -78 deg C, 4 h

3: (n-Bu)4NN₃ / acetonitrile / 6 h

4: 93 percent / aq. H₂O₂, LiOH / tetrahydrofuran / 0.75 h / 0 °C

5: H₂, 0.2 N aq. HCl / 10percent Pd/C / 15 h / 760 Torr / Ambient temperature

6: 48percent aq. HBr / acetic acid / 6 h / Heating

With hydrogenchloride; lithium hydroxide; N-Bromosuccinimide; di-n-butylboryl trifluoromethanesulfonate; hydrogen bromide; hydrogen; dihydrogen peroxide; tetrabutylammoniun azide; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; acetic acid; acetonitrile;

DOI:10.1021/jo00078a042

Reference yield:

(3(3R),4S)-4-phenyl-3-<3-(4'-methoxyphenyl)butanoyl>-2-oxazolidinone (146137-35-1) → threo-D-(2R,3S)-β-Methyltyrosine (128573-11-5,128573-14-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) Bu₂BOTf, (i-Pr)2NEt, 2.) NBS / 1.) CH₂Cl₂, 0 deg C -> r.t., 1.5 h, 2.) CH₂Cl₂, -78 deg C, 4 h

2: (n-Bu)4NN₃ / acetonitrile / 6 h

3: 93 percent / aq. H₂O₂, LiOH / tetrahydrofuran / 0.75 h / 0 °C

4: H₂, 0.2 N aq. HCl / 10percent Pd/C / 15 h / 760 Torr / Ambient temperature

5: 48percent aq. HBr / acetic acid / 6 h / Heating

With hydrogenchloride; lithium hydroxide; N-Bromosuccinimide; di-n-butylboryl trifluoromethanesulfonate; hydrogen bromide; hydrogen; dihydrogen peroxide; tetrabutylammoniun azide; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; acetic acid; acetonitrile;

DOI:10.1021/jo00078a042

upstream raw materials:

(2R,3S)-2-Amino-3-(4-methoxy-phenyl)-butyric acid

1-bromo-4-methoxy-benzene

(2R,3S)-2-Azido-3-(4-methoxyphenyl)butyric acid

(3(3R),4S)-4-phenyl-3-<3-(4'-methoxyphenyl)butanoyl>-2-oxazolidinone