(R)-threo-(3,4-methylenedioxy)-β-phenylserine

Base Information

• Chemical Name: (R)-threo-(3,4-methylenedioxy)-β-phenylserine
• CAS No.: 88375-62-6
• Molecular Formula: C₁₀H₁₁NO₅
• Molecular Weight: 225.201
• Mol file: 88375-62-6.mol

Synonyms:

Chemical Property of (R)-threo-(3,4-methylenedioxy)-β-phenylserine

Chemical Property:

Purity/Quality:

HPLC ≥ 98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-threo-(3,4-methylenedioxy)-β-phenylserine

There total 3 articles about (R)-threo-(3,4-methylenedioxy)-β-phenylserine 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:

piperonal (120-57-0,30024-74-9) + glycine (56-40-6,18875-39-3,25718-94-9) → D-3,4-methylenedioxy-β-phenylserine (105229-14-9) + (R)-threo-(3,4-methylenedioxy)-β-phenylserine (88375-62-6)

Guidance literature:

With alanine racemase Y₂₆₅A; pyridoxal 5'-phosphate; at 50 ℃; for 24h; pH=9.5; optical yield given as %ee; enantioselective reaction; aq. buffer; Enzymatic reaction;

DOI:10.1016/j.bmcl.2008.08.031

Reference yield:

piperonal (120-57-0,30024-74-9) + (S)-N-(2-benzoylphenyl)-1-benzylpyrrolidine-2-carboxamide (96293-17-3,105024-93-9,105112-33-2) + glycine (56-40-6,18875-39-3,25718-94-9) → (S)-2-amino-3-hydroxy-3-methylbutanoic acid (2280-27-5,5174-30-1) + (R)-threo-(3,4-methylenedioxy)-β-phenylserine (88375-62-6)

Guidance literature:

With nickel nitrate; water; triethylamine hydrochloride; triethylamine; Yield given. Multistep reaction. Yields of byproduct given; 1.) MeOH, 2 h, 50 deg C; 2.) MeOH, 50 deg C;

DOI:10.1021/ja00300a030

Reference yield:

(S)-N-(2-benzoylphenyl)-1-benzylpyrrolidine-2-carboxamide (96293-17-3,105024-93-9,105112-33-2) + acetone (67-64-1) + glycine (56-40-6,18875-39-3,25718-94-9) → (S)-2-amino-3-hydroxy-3-methylbutanoic acid (2280-27-5,5174-30-1) + (R)-threo-(3,4-methylenedioxy)-β-phenylserine (88375-62-6)

Guidance literature:

With nickel nitrate; water; triethylamine hydrochloride; triethylamine; Yield given. Multistep reaction. Yields of byproduct given; 1.) MeOH, 2 h, 50 deg C; 2.) MeOH, 50 deg C;

DOI:10.1021/ja00300a030

upstream raw materials:

piperonal

(S)-N-(2-benzoylphenyl)-1-benzylpyrrolidine-2-carboxamide

glycine

acetone