Methyl 3-((1R)-1-hydroxyethyl)(3S,4S)-4-(3-hydroxy-4-methoxyphenyl)-3-methylpyrrolidinecarboxylate

Base Information

• Chemical Name: Methyl 3-((1R)-1-hydroxyethyl)(3S,4S)-4-(3-hydroxy-4-methoxyphenyl)-3-methylpyrrolidinecarboxylate
• CAS No.: 347850-51-5
• Molecular Formula: C₁₆H₂₃NO₅
• Molecular Weight: 309.362
• Mol file: 347850-51-5.mol

Synonyms:Methyl 3-((1R)-1-hydroxyethyl)(3S,4S)-4-(3-hydroxy-4-methoxyphenyl)-3-methylpyrrolidinecarboxylate

Chemical Property of Methyl 3-((1R)-1-hydroxyethyl)(3S,4S)-4-(3-hydroxy-4-methoxyphenyl)-3-methylpyrrolidinecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 3-((1R)-1-hydroxyethyl)(3S,4S)-4-(3-hydroxy-4-methoxyphenyl)-3-methylpyrrolidinecarboxylate

There total 8 articles about Methyl 3-((1R)-1-hydroxyethyl)(3S,4S)-4-(3-hydroxy-4-methoxyphenyl)-3-methylpyrrolidinecarboxylate 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:

(3S,4S)-4-(3-Benzyloxy-4-methoxy-phenyl)-3-((R)-1-hydroxy-ethyl)-3-methyl-pyrrolidine-1-carboxylic acid methyl ester → Methyl 3-((1R)-1-hydroxyethyl)(3S,4S)-4-(3-hydroxy-4-methoxyphenyl)-3-methylpyrrolidinecarboxylate (347850-51-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 12h;

DOI:10.1021/ol060398p

Reference yield:

1-((3S,4S)-4-(3-(benzyloxy)-4-methoxyphenyl)-3-methyl-pyrrolidin-3-yl)ethanone (884846-87-1) → Methyl 3-((1R)-1-hydroxyethyl)(3S,4S)-4-(3-hydroxy-4-methoxyphenyl)-3-methylpyrrolidinecarboxylate (347850-51-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Li(t-BuO)3AlH / tetrahydrofuran / -57 - -4.4 °C

1.2: 64 percent / LiAkH₄ / tetrahydrofuran / 15 h / 61 °C

2.1: CH₂Cl₂ / 1.5 h / 0 °C

3.1: H₂ / Pd/C / methanol / 12 h

With hydrogen; lithium tri-t-butoxyaluminum hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/ol060398p

Reference yield:

(R)-1-((3S,4S)-4-(3-(benzyloxy)-4-methoxyphenyl)-3-methylpyrrolidin-3-yl)ethan-1-ol (884846-88-2) → Methyl 3-((1R)-1-hydroxyethyl)(3S,4S)-4-(3-hydroxy-4-methoxyphenyl)-3-methylpyrrolidinecarboxylate (347850-51-5)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂ / 1.5 h / 0 °C

2: H₂ / Pd/C / methanol / 12 h

With hydrogen; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/ol060398p

upstream raw materials:

1-((3S,4S)-4-(3-(benzyloxy)-4-methoxyphenyl)-3-methyl-pyrrolidin-3-yl)ethanone

(R)-1-((3S,4S)-4-(3-(benzyloxy)-4-methoxyphenyl)-3-methylpyrrolidin-3-yl)ethan-1-ol

(3S,4S)-methyl 4-(3-(benzyloxy)-4-methoxyphenyl)-3-methyl-2-oxopyrrolidine-3-carboxylate

(S)-dimethyl 2-(1-(3-(benzyloxy)-4-methylphenyl)-2-nitroethyl)-2-methylmalonate