benzyl (2S)-2-[(1R)-1,2-dihydroxyethyl]piperidine-1-carboxylate

Base Information

• Chemical Name: benzyl (2S)-2-[(1R)-1,2-dihydroxyethyl]piperidine-1-carboxylate
• CAS No.: 1514644-79-1
• Molecular Formula: C₁₅H₂₁NO₄
• Molecular Weight: 279.336
• Mol file: 1514644-79-1.mol

Synonyms:benzyl (2S)-2-[(1R)-1,2-dihydroxyethyl]piperidine-1-carboxylate

Chemical Property of benzyl (2S)-2-[(1R)-1,2-dihydroxyethyl]piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (2S)-2-[(1R)-1,2-dihydroxyethyl]piperidine-1-carboxylate

There total 1 articles about benzyl (2S)-2-[(1R)-1,2-dihydroxyethyl]piperidine-1-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:

(S)-benzyl-2-vinylpiperidine-1-carboxylate (1514644-66-6) → benzyl (2S)-2-[(1R)-1,2-dihydroxyethyl]piperidine-1-carboxylate (1514644-79-1) + benzyl-(2S)-2-[(1S)-1,2-dihydroxyethyl]piperidine-1-carboxylate

Guidance literature:

With AD-mix α; AD-mix β; In water; tert-butyl alcohol; at 0 - 20 ℃; Reagent/catalyst; Time; diastereoselective reaction;

DOI:10.1016/j.tet.2013.10.082

Reference yield:

benzyl (2S)-2-[(1R)-1,2-dihydroxyethyl]piperidine-1-carboxylate (1514644-79-1) + p-toluenesulfonyl chloride (98-59-9) → C22H27NO6S (1514644-93-9)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.tet.2013.10.082

Reference yield:

benzyl (2S)-2-[(1R)-1,2-dihydroxyethyl]piperidine-1-carboxylate (1514644-79-1) → (-)-epidexoxadrol

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen; palladium on activated charcoal / ethanol / 20 °C

2: toluene-4-sulfonic acid / isopropyl alcohol / Reflux

With palladium on activated charcoal; hydrogen; toluene-4-sulfonic acid; In ethanol; isopropyl alcohol;

DOI:10.1002/open.201402128

upstream raw materials:

(S)-benzyl-2-vinylpiperidine-1-carboxylate

Downstream raw materials:

β-(-)-dioxadrol

(-)-epi-dexoxadrol hydrochloride

(2S,2'S)-N-Cbz-2-(2'-oxiranyl)piperidine

C₂₂H₂₇NO₆S