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

Base Information

• Chemical Name: (2S,3S)-2-amino-3-(4-hydroxyphenyl)-3-methoxypropanoic acid
• CAS No.: 700816-79-1
• Molecular Formula: C₁₀H₁₃NO₄
• Molecular Weight: 211.218
• Mol file: 700816-79-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

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

There total 17 articles about (2S,3S)-2-amino-3-(4-hydroxyphenyl)-3-methoxypropanoic acid 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)-2-amino-3-methoxy-3-(4-((2-methoxyethoxy)methoxy)phenyl)propanoic acid → (2S,3S)-2-amino-3-(4-hydroxyphenyl)-3-methoxypropanoic acid (700816-79-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1055/s-0034-1381048

Reference yield:

(2S,3S)-β-methoxytyrosine methyl ester (863871-29-8) → (2S,3S)-2-amino-3-(4-hydroxyphenyl)-3-methoxypropanoic acid (700816-79-1)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 5 ℃; for 2h;

DOI:10.1021/ol0513600

Reference yield:

(S)-O-benzyl-β-methoxy-L-tyrosine methyl ester (864954-43-8) → (2S,3S)-2-amino-3-(4-hydroxyphenyl)-3-methoxypropanoic acid (700816-79-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / Ti(Oi-Pr)4 / 24 h / 25 °C

2: LiOH / methanol; H₂O / 2 h / 20 °C

3: 100 percent / hydrogen; formic acid / Pd(OH)2 / methanol / 4 h / 20 °C

With titanium(IV) isopropylate; lithium hydroxide; formic acid; hydrogen; palladium dihydroxide; In methanol; water;

DOI:10.1021/jo0508853

upstream raw materials:

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

(S)-O-benzyl-β-methoxy-L-tyrosine methyl ester

(S)-O-benzyl-β-methoxy-L-tyrosine allyl ester

(2R,5S,αS)-5-[4'-benzyloxy-α-methoxy]benzyl-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine