(2S,3S)-β-methoxytyrosine methyl ester

Base Information

• Chemical Name: (2S,3S)-β-methoxytyrosine methyl ester
• CAS No.: 863871-29-8
• Molecular Formula: C₁₁H₁₅NO₄
• Molecular Weight: 225.244
• Mol file: 863871-29-8.mol

Synonyms:(2S,3S)-β-methoxytyrosine methyl ester

Chemical Property of (2S,3S)-β-methoxytyrosine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-β-methoxytyrosine methyl ester

There total 5 articles about (2S,3S)-β-methoxytyrosine methyl ester 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:

(2S,3S)-3-methoxy-N-phthaloyl-tyrosine methyl ester (863871-24-3) → (2S,3S)-β-methoxytyrosine methyl ester (863871-29-8)

Guidance literature:

With hydrazine; In methanol; at 0 ℃; for 2h;

DOI:10.1021/ol0513600

Reference yield:

methyl (S)-2-(1,3-dioxoisoindolin-2-yl)-3-(4-hydroxyphenyl)propanoate (39739-09-8) → (2S,3S)-β-methoxytyrosine methyl ester (863871-29-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 13.7 g / DIPEA; DMAP / CH₂Cl₂ / 4 h / 20 °C

2: 97 percent / N-bromosuccinimide / CH₂Cl₂; CCl₄ / 1 h / Irradiation

3: AgOTf / 20 °C

4: hydrazine / methanol / 2 h / 0 °C

With dmap; N-Bromosuccinimide; silver trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; hydrazine; In methanol; tetrachloromethane; dichloromethane;

DOI:10.1021/ol0513600

Reference yield:

L-Tyr-OMe (1080-06-4) → (2S,3S)-β-methoxytyrosine methyl ester (863871-29-8)

Guidance literature:

Multi-step reaction with 5 steps

1: DIPEA / CH₂Cl₂ / 70 °C

2: 13.7 g / DIPEA; DMAP / CH₂Cl₂ / 4 h / 20 °C

3: 97 percent / N-bromosuccinimide / CH₂Cl₂; CCl₄ / 1 h / Irradiation

4: AgOTf / 20 °C

5: hydrazine / methanol / 2 h / 0 °C

With dmap; N-Bromosuccinimide; silver trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; hydrazine; In methanol; tetrachloromethane; dichloromethane;

DOI:10.1021/ol0513600

upstream raw materials:

(2S,3S)-3-methoxy-N-phthaloyl-tyrosine methyl ester

methyl (S)-2-(1,3-dioxoisoindolin-2-yl)-3-(4-hydroxyphenyl)propanoate

L-Tyr-OMe

O-acetyl-N-phthaloyl-L-tyrosine methyl ester

Downstream raw materials:

(2S,3S)-2-amino-3-(4-hydroxyphenyl)-3-methoxypropanoic acid