(3R,4R)-N1-BOC-4-amino-3-hydroxypiperidine

Base Information

• Chemical Name: (3R,4R)-N1-BOC-4-amino-3-hydroxypiperidine
• CAS No.: 203503-03-1
• Molecular Formula: C10H20N2O3
• Molecular Weight: 216.28
• Hs Code.: 2933399090
• Mol file: 203503-03-1.mol

Synonyms:tert-butyl trans(+-)-4-amino-3-hydroxypiperidine-1-carboxylate;tert-butyl (3R*,4R*)-4-amino-3-hydroxy-piperidine-1-carboxylate;

Chemical Property of (3R,4R)-N1-BOC-4-amino-3-hydroxypiperidine

Chemical Property:

• Boiling Point: 326.1±42.0 °C(Predicted)
• PKA: 14.37±0.40(Predicted)
• PSA: 75.79000
• Density: 1.142±0.06 g/cm3(Predicted)
• LogP: 0.95360

Purity/Quality:

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

tert-Butyl4-amino-3-hydroxypiperidine-1-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3R,4R)-N1-BOC-4-amino-3-hydroxypiperidine

There total 6 articles about (3R,4R)-N1-BOC-4-amino-3-hydroxypiperidine 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: 94.0%

tert-butyl (3RS,4RS)-4-azido-3-hydroxy-piperidine-1-carboxylate (203503-02-0) → 4-amino-3-hydroxy-piperidine-1-carboxylic acid tert-butyl ester (203503-03-1,1331777-74-2,443955-98-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

Reference yield:

N-Boc-1,2,3,6-tetrahydropyridine (85838-94-4) → 4-amino-3-hydroxy-piperidine-1-carboxylic acid tert-butyl ester (203503-03-1,1331777-74-2,443955-98-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C

2: sodium azide; ammonium chloride / water; ethanol / 18 h / 70 °C

3: palladium 10% on activated carbon; hydrogen / methanol / 16 h / 20 °C

With sodium azide; palladium 10% on activated carbon; hydrogen; ammonium chloride; 3-chloro-benzenecarboperoxoic acid; In methanol; ethanol; dichloromethane; water;

Reference yield:

C11H20N2O4 (1427170-50-0) → 2-oxohexahydrooxazo[5,4-c]pyridine-5(2H)-formic acid tert-butyl ester (1427170-53-3) + 4-amino-3-hydroxy-piperidine-1-carboxylic acid tert-butyl ester (203503-03-1,1331777-74-2,443955-98-4)

Guidance literature:

With sodium hypobromide; water; at 5 - 80 ℃; for 8h;

DOI:10.1016/j.bmcl.2013.01.048

upstream raw materials:

tert-butyl (3RS,4RS)-4-azido-3-hydroxy-piperidine-1-carboxylate

ethyl 1-tert-butoxycarbonyl-3-oxopiperidine-4-carboxylate

3-hydroxypiperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester

C₁₁H₂₀N₂O₄

Downstream raw materials:

(4R,S)-((S)-2-benzyloxycarbonylamino-4-methylpentanoylamino)-(3R,S)-hydroxypiperidine-1-carboxylic acid tert-butyl ester

4-[N-[1-[N-(furan-2-ylcarbonyl)amino]cyclohexanecarbonyl]amino]-1-tert-butoxycarbonyl-3-piperidinol

4-[N-[1-[N-(benzofuran-2-ylcarbonyl)amino]cyclohexanecarbonyl]amino]-1-tert-butoxycarbonyl-3-piperidinol

C₁₈H₂₆BrN₃O₃