(2S,5R)-benzyl 5-(benzyloxyamino)piperidine-2-carboxylate

Base Information

• Chemical Name: (2S,5R)-benzyl 5-(benzyloxyamino)piperidine-2-carboxylate
• CAS No.: 1133931-68-6
• Molecular Formula: C20H24N2O3
• Molecular Weight: 340.422
• Mol file: 1133931-68-6.mol

Synonyms:(2S,5R)-benzyl 5-(benzyloxyamino)piperidine-2-carboxylate;(2S)-5-[(Phenylmethoxy)amino]-2-piperidinecarboxylic acid phenylmethyl ester

Chemical Property of (2S,5R)-benzyl 5-(benzyloxyamino)piperidine-2-carboxylate

Chemical Property:

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,5R)-benzyl 5-(benzyloxyamino)piperidine-2-carboxylate

There total 4 articles about (2S,5R)-benzyl 5-(benzyloxyamino)piperidine-2-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:

(2S)-5-(benzyloxyimino)-piperidine-2-carboxylic acid benzyl ester (1133931-74-4) → (2S)-5-benzyloxyaminopiperidin-2-carboxylic acid benzyl ester (1133931-68-6)

Guidance literature:

(2S)-5-(benzyloxyimino)-piperidine-2-carboxylic acid benzyl ester; With hydrogenchloride; In methanol; at 0 ℃; for 0.5h;

With borane pyridine; In methanol; at 0 - 20 ℃;

With sodium carbonate; In methanol; dichloromethane; water; pH=7;

Reference yield:

benzyl (2S)-5-[(benzyloxy)imino]-2-{[(tert-butoxy)carbonyl]amino}-6-chlorohexanoate (1133931-73-3) → (2S)-5-benzyloxyaminopiperidin-2-carboxylic acid benzyl ester (1133931-68-6)

Guidance literature:

Multi-step reaction with 2 steps

1: methanesulfonic acid / ethyl acetate / 2 h / 40 °C

2: sulfuric acid; sodium tris(acetoxy)borohydride / ethyl acetate / 6 h / -20 - 25 °C

With methanesulfonic acid; sulfuric acid; sodium tris(acetoxy)borohydride; In ethyl acetate;

Reference yield:

benzyl (2S)-2-((tert-butoxycarbonyl)amino)-6-(dimethyl(oxo)-λ6-sulfanylidene)-5-oxohexanoate → (2S)-5-benzyloxyaminopiperidin-2-carboxylic acid benzyl ester (1133931-68-6)

Guidance literature:

Multi-step reaction with 3 steps

1: ethyl acetate / 6 h / 80 °C

2: methanesulfonic acid / ethyl acetate / 2 h / 40 °C

3: sulfuric acid; sodium tris(acetoxy)borohydride / ethyl acetate / 6 h / -20 - 25 °C

With methanesulfonic acid; sulfuric acid; sodium tris(acetoxy)borohydride; In ethyl acetate;

upstream raw materials:

(2S)-5-(benzyloxyimino)-piperidine-2-carboxylic acid benzyl ester

benzyl (2S)-N-tert-butoxycarbonyl-5-oxoprolinate

benzyl (2S)-5-[(benzyloxy)imino]-2-{[(tert-butoxy)carbonyl]amino}-6-chlorohexanoate

Downstream raw materials:

(2S)-5-benzyloxyaminopiperidin-2-carboxylic acid benzyl ester oxalic acid salt

(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid benzyl ester

Refernces

• 1、 -. "METHOD FOR PREPARING DISUBSTITUTED PIPERIDINE AND INTERMEDIATES". Page/Page column 3. . Retrieved 2010/08/08.