(+)-methyl (3R,4S)-1-benzyl-4-hydroxypiperidine-3-carboxylate

Base Information

• Chemical Name: (+)-methyl (3R,4S)-1-benzyl-4-hydroxypiperidine-3-carboxylate
• CAS No.: 1126736-34-2
• Molecular Formula: C₁₄H₁₉NO₃
• Molecular Weight: 249.31
• Mol file: 1126736-34-2.mol

Synonyms:(+)-methyl (3R,4S)-1-benzyl-4-hydroxypiperidine-3-carboxylate

Chemical Property of (+)-methyl (3R,4S)-1-benzyl-4-hydroxypiperidine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-methyl (3R,4S)-1-benzyl-4-hydroxypiperidine-3-carboxylate

There total 2 articles about (+)-methyl (3R,4S)-1-benzyl-4-hydroxypiperidine-3-carboxylate 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:

1-benzyl-4-oxo-piperidine-3-carboxylic acid methyl ester (57611-47-9) → (4S,3S)-N-benzyl-4-hydroxy-3-methoxycarbonylpiperidine + (+)-methyl (3R,4S)-1-benzyl-4-hydroxypiperidine-3-carboxylate (1126736-34-2)

Guidance literature:

With Daucus carota; water; In methanol; at 20 ℃; for 48h; optical yield given as %de; enantioselective reaction;

DOI:10.1021/ol8029214

Reference yield:

methanol (67-56-1) + ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride (1454-53-1) → (+)-methyl (3R,4S)-1-benzyl-4-hydroxypiperidine-3-carboxylate (1126736-34-2) + (-)-methyl (3S,4R)-1-benzyl-4-hydroxypiperidine-3-carboxylate + methyl (+/-)-trans-1-benzyl-4-hydroxypiperidine-3-carboxylate (85375-47-9)

Guidance literature:

methanol; ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride; With sodium tetrahydroborate; sodium carbonate; at -15 - 30 ℃;

In hexane; iso-butanol; HPLC;

DOI:10.1002/hlca.200800270

Reference yield: 92.0%

(+)-methyl (3R,4S)-1-benzyl-4-hydroxypiperidine-3-carboxylate (1126736-34-2) → (+)-(3S,4S)-1-benzyl-4-hydroxypiperidine-3-methanol (1135150-44-5)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 3h;

DOI:10.1002/hlca.200800270

upstream raw materials:

methanol

ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride

1-benzyl-4-oxo-piperidine-3-carboxylic acid methyl ester

Downstream raw materials:

(+)-(3S,4S)-1-benzyl-4-hydroxypiperidine-3-methanol

(3R,4S)-1-benzyl-4-[(2S)-3,3,3-trifluoro-2-methoxy-1-oxo-2-phenylpropoxy]piperidine-3-carboxylate