(3R,4R)-Benzyl 4-(tert-butoxycarbonylamino)-3-hydroxypiperidine-1-carboxylate

Base Information

• Chemical Name: (3R,4R)-Benzyl 4-(tert-butoxycarbonylamino)-3-hydroxypiperidine-1-carboxylate
• CAS No.: 724787-53-5
• Molecular Formula: C18H26N2O5
• Molecular Weight: 350.4094
• Mol file: 724787-53-5.mol

Synonyms:(3R,4R)-4-Bocamino-1-Cbz-3-hydroxy-piperidine;(3R,4R)-BENZYL 4-(TERT-BUTOXYCARBONYLAMINO)-3-HYDROXYPIPERIDINE-1-CARBOXYLATE;benzyl (3R,4R)-3-hydroxy-4-[(2-methylpropan-2-yl)oxycarbonylamino]piperidine-1-carboxylate

Chemical Property of (3R,4R)-Benzyl 4-(tert-butoxycarbonylamino)-3-hydroxypiperidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.561
• Boiling Point: 512.927°C at 760 mmHg
• Flash Point: 264.009°C
• PSA: 88.10000
• Density: 1.22g/cm³
• LogP: 2.61190
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(3R,4R)-Benzyl4-((tert-butoxycarbonyl)amino)-3-hydroxypiperidine-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3R,4R)-Benzyl 4-(tert-butoxycarbonylamino)-3-hydroxypiperidine-1-carboxylate

There total 6 articles about (3R,4R)-Benzyl 4-(tert-butoxycarbonylamino)-3-hydroxypiperidine-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:

1,2,3,6-tetrahydropyridine (694-05-3) → (3S,4S)-4-tert-butoxycarbonylamino-3-hydroxypiperidine-1-carboxylic acid benzyl ester (724787-54-6) + C18H26N2O5 (724787-53-5)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium hydrogencarbonate / water / 18 h / 20 °C

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 20 °C

3: sodium azide; ammonium chloride / methanol; water / 18 h / 65 °C

4: palladium on activated charcoal; hydrogen / ethyl acetate / 22 h / 20 °C / 760.05 Torr

5: dichloromethane / 18 h / 20 °C

With sodium azide; palladium on activated charcoal; hydrogen; sodium hydrogencarbonate; ammonium chloride; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; water; ethyl acetate;

DOI:10.1016/j.bmcl.2011.09.117

Reference yield:

3,4-epoxy-piperidine-1-carboxylic acid benzyl ester (66207-08-7,1624258-63-4) → (3S,4S)-4-tert-butoxycarbonylamino-3-hydroxypiperidine-1-carboxylic acid benzyl ester (724787-54-6) + C18H26N2O5 (724787-53-5)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium azide; ammonium chloride / methanol; water / 18 h / 65 °C

2: palladium on activated charcoal; hydrogen / ethyl acetate / 22 h / 20 °C / 760.05 Torr

3: dichloromethane / 18 h / 20 °C

With sodium azide; palladium on activated charcoal; hydrogen; ammonium chloride; In methanol; dichloromethane; water; ethyl acetate;

DOI:10.1016/j.bmcl.2011.09.117

Reference yield:

1-benzyloxycarbonyl-1,2,3,6-tetrahydropyridine (66207-23-6) → (3S,4S)-4-tert-butoxycarbonylamino-3-hydroxypiperidine-1-carboxylic acid benzyl ester (724787-54-6) + C18H26N2O5 (724787-53-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 20 °C

2: sodium azide; ammonium chloride / methanol; water / 18 h / 65 °C

3: palladium on activated charcoal; hydrogen / ethyl acetate / 22 h / 20 °C / 760.05 Torr

4: dichloromethane / 18 h / 20 °C

With sodium azide; palladium on activated charcoal; hydrogen; ammonium chloride; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; water; ethyl acetate;

DOI:10.1016/j.bmcl.2011.09.117

upstream raw materials:

1,2,3,6-tetrahydropyridine

3,4-epoxy-piperidine-1-carboxylic acid benzyl ester

di-tert-butyl dicarbonate

1-benzyloxycarbonyl-1,2,3,6-tetrahydropyridine

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