2,3-Diacetoxy-N-benzyloxycarbonylpiperidine

Base Information

• Chemical Name: 2,3-Diacetoxy-N-benzyloxycarbonylpiperidine
• CAS No.: 92599-77-4
• Molecular Formula: C17H21 N O6
• Molecular Weight: 335.357
• DSSTox Substance ID: DTXSID10465964
• Nikkaji Number: J1.335.587H
• Mol file: 92599-77-4.mol

Synonyms:2,3-DIACETOXY-N-BENZYLOXYCARBONYLPIPERIDINE;92599-77-4;Benzyl 2,3-diacetyloxypiperidine-1-carboxylate;SCHEMBL6661650;DTXSID10465964;FT-0666317

Chemical Property of 2,3-Diacetoxy-N-benzyloxycarbonylpiperidine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.546
• Boiling Point: 441.642°C at 760 mmHg
• PKA: -5.14±0.60(Predicted)
• Flash Point: 220.897°C
• PSA: 82.14000
• Density: 1.248g/cm³
• LogP: 2.17780
• Solubility.: Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 335.13688739
• Heavy Atom Count: 24
• Complexity: 460

Purity/Quality:

97% ^*data from raw suppliers

2,3-Diacetoxy-N-benzyloxycarbonylpiperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1CCCN(C1OC(=O)C)C(=O)OCC2=CC=CC=C2
• Uses: 2,3-Diacetoxy-N-benzyloxycarbonylpiperidine (cas# 92599-77-4) is a compound useful in organic synthesis.

Technology Process of 2,3-Diacetoxy-N-benzyloxycarbonylpiperidine

There total 4 articles about 2,3-Diacetoxy-N-benzyloxycarbonylpiperidine 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: 100.0%

acetic anhydride (108-24-7) + benzyl 2,3-dihydroxy-1-piperidinecarboxylate (473436-50-9) → benzyl 2,3-diacetoxy-1-piperidinecarboxylate (92599-77-4)

Guidance literature:

With triethylamine; dmap; at 20 ℃; for 3h;

DOI:10.1021/jo001297m

Reference yield:

benzyl 2-hydroxypiperidine-1-carboxylate (69622-67-9) → benzyl 2,3-diacetoxy-1-piperidinecarboxylate (92599-77-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 5.34 g / H₂SO₄ / tetrahydrofuran / 1 h / 20 °C

2: 76 percent / oxone(R); K₂CO₃ / H₂O; acetone / 2 h / 20 °C

3: 88 percent / DMAP; Et₃N / 2 h / 20 °C

With dmap; oxone; sulfuric acid; potassium carbonate; triethylamine; In tetrahydrofuran; water; acetone;

DOI:10.1016/S0040-4020(03)00139-X

Reference yield:

N-benzyloxycarbonyl-2-piperidone (106412-35-5) → benzyl 2,3-diacetoxy-1-piperidinecarboxylate (92599-77-4)

Guidance literature:

Multi-step reaction with 4 steps

1: NaBH₄ / methanol / 0.25 h / 0 °C

2: 5.34 g / H₂SO₄ / tetrahydrofuran / 1 h / 20 °C

3: 76 percent / oxone(R); K₂CO₃ / H₂O; acetone / 2 h / 20 °C

4: 88 percent / DMAP; Et₃N / 2 h / 20 °C

With dmap; sodium tetrahydroborate; oxone; sulfuric acid; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; water; acetone;

DOI:10.1016/S0040-4020(03)00139-X

upstream raw materials:

N-(benzyloxycarbonyl)piperidine

potassium acetate

acetic anhydride

benzyl 2,3-dihydroxy-1-piperidinecarboxylate

Downstream raw materials:

benzyl 2-oxooctahydrofuro[3,2-b]pyridine-4-carboxylate