(2R,4S)-Boc-4-hydroxypiperidine-2-carboxylic acid

Base Information

• Chemical Name: (2R,4S)-Boc-4-hydroxypiperidine-2-carboxylic acid
• CAS No.: 917835-93-9
• Molecular Formula: C₁₁H₁₉NO₅
• Molecular Weight: 245.276
• Hs Code.: 2933399090
• Mol file: 917835-93-9.mol

Synonyms:(2S,4R)-BOC-4-HYDROXYPIPERIDINE-2-CARBOXYLIC ACID;(2R,4S)-BOC-4-HYDROXYPIPERIDINE-2-CARBOXYLIC ACID;BOC-(2S,4R)-4-HYDROXYPIPERIDINE-2-CARBOXYLIC ACID;BOC-L-CISHOMOPRO(4-HYDROXY);1-(tert-Butoxycarbonyl)-4-hydroxypiperidine-2-carboxylic acid

Chemical Property of (2R,4S)-Boc-4-hydroxypiperidine-2-carboxylic acid

Chemical Property:

• PSA: 87.07000
• LogP: 0.76930
• Storage Temp.: Store at 0-5°C

Purity/Quality:

97% ^*data from raw suppliers

(2R,4S)-Boc-4-hydroxypiperidine-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-51
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (2R,4S)-Boc-4-hydroxypiperidine-2-carboxylic Acid is used in the synthesis of 1,2-dihydroquinolin-2-one and 1,2-dihydroquinoxalin-2-one derivatives as antibacterial agents.

Technology Process of (2R,4S)-Boc-4-hydroxypiperidine-2-carboxylic acid

There total 20 articles about (2R,4S)-Boc-4-hydroxypiperidine-2-carboxylic acid 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: 92.0%

phenylmethanaminium (2R,4R)-1-(tert-butoxycarbonyl)-4-hydroxypiperidine-2-carboxylate (441044-14-0) → (4R)-1-(tert-butoxycarbonyl)-4-hydroxypiperidine-2-carboxylic acid (441044-11-7,1212688-40-8,917835-93-9,955016-25-8)

Guidance literature:

With hydrogenchloride; In water; ethyl acetate; Cooling;

DOI:10.1021/jacs.7b12692

Reference yield: 70.0%

(1S,5R)-2-(tert-butoxycarbonyl)-6-oxa-2-azabicyclo<3.2.1>octan-7-one (175476-93-4) → (2S,4R)-1-(tert-butoxycarbonyl)-4-hydroxypiperidine-2-carboxylic acid (1212688-40-8,917835-93-9,955016-25-8)

Guidance literature:

With sodium hydroxide; water; In 1,4-dioxane; at 20 ℃; for 24h;

DOI:10.1002/ejoc.200701103

Reference yield:

(S)-1-(tertbutyloxycarbonyl)-4-oxo-piperidine-2-carboxylic acid (198646-60-5,661458-35-1) → (2S,4R)-1-(tert-butoxycarbonyl)-4-hydroxypiperidine-2-carboxylic acid (1212688-40-8,917835-93-9,955016-25-8)

Guidance literature:

With L-Selectride; In tetrahydrofuran; at 0 ℃; for 2.5h;

DOI:10.1021/jm0704705

upstream raw materials:

di-tert-butyl dicarbonate

(2S,4S)-4-hydroxy-2-piperidinecarboxylic acid

N-Acetyl-α-allylglycine

(S)-2-(benzyloxycarbonylamino)pent-4-enoic acid

Downstream raw materials:

2R-carboxy-4R-hydroxypiperidine

(2S,4S)-N-((S)-1-cyano-2-(4-(2-methyl-1-oxoisoindolin-5-yl)phenyl)ethyl)-4-hydroxypiperidine-2-carboxamide