Benzyl 2,3-dihydroxypiperidine-1-carboxylate

Base Information

• Chemical Name: Benzyl 2,3-dihydroxypiperidine-1-carboxylate
• CAS No.: 473436-50-9
• Molecular Formula: C13H17NO4
• Molecular Weight: 251.282
• DSSTox Substance ID: DTXSID00461672
• Nikkaji Number: J1.734.506K
• Mol file: 473436-50-9.mol

Synonyms:473436-50-9;Benzyl 2,3-dihydroxypiperidine-1-carboxylate;2,3-DIHYDROXY-1-PIPERIDINECARBOXYLIC ACID PHENYLMETHYL ESTER;N-Benzyloxycarbonyl-2,3-dihydroxypiperidine;DTXSID00461672;AKOS027447916;FT-0667153;benzyl cis-2,3-dihydroxypiperidine-1-carboxylate;benzyl (2R,3R)-2,3-dihydroxypiperidine-1-carboxylate;benzyl (2R,3S)-2,3-dihydroxypiperidine-1-carboxylate;benzyl (2S,3S)-2,3-dihydroxypiperidine-1-carboxylate;1203607-98-0;2229854-33-3;330797-93-8;442513-56-6

Chemical Property of Benzyl 2,3-dihydroxypiperidine-1-carboxylate

Chemical Property:

• PSA: 70.00000
• LogP: 1.03620
• Storage Temp.: 4°C, Inert atmosphere
• Solubility.: Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 251.11575802
• Heavy Atom Count: 18
• Complexity: 278

Purity/Quality:

97% ^*data from raw suppliers

2,3-Dihydroxy-1-piperidinecarboxylicAcidPhenylmethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(C(N(C1)C(=O)OCC2=CC=CC=C2)O)O
• Uses: 2,3-Dihydroxy-1-piperidinecarboxylic Acid Phenylmethyl Ester (cas# 473436-50-9) is a compound useful in organic synthesis.

Technology Process of Benzyl 2,3-dihydroxypiperidine-1-carboxylate

There total 3 articles about Benzyl 2,3-dihydroxypiperidine-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: 84.0%

1-(benzyloxycarbonyl)-1,2,3,4-tetrahydropyridine (68471-58-9) → benzyl 2,3-dihydroxy-1-piperidinecarboxylate (473436-50-9)

Guidance literature:

With oxone; potassium carbonate; In acetone; at 20 ℃; for 2h;

DOI:10.1248/cpb.53.868

Reference yield:

benzyl 2-hydroxypiperidine-1-carboxylate (69622-67-9) → benzyl 2,3-dihydroxy-1-piperidinecarboxylate (473436-50-9)

Guidance literature:

Multi-step reaction with 2 steps

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

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

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

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

Reference yield:

N-benzyloxycarbonyl-2-piperidone (106412-35-5) → benzyl 2,3-dihydroxy-1-piperidinecarboxylate (473436-50-9)

Guidance literature:

Multi-step reaction with 3 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

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

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

upstream raw materials:

1-(benzyloxycarbonyl)-1,2,3,4-tetrahydropyridine

benzyl 2-hydroxypiperidine-1-carboxylate

N-benzyloxycarbonyl-2-piperidone

Downstream raw materials:

N-benzyloxycarbonyl-2,3-dibenzoyloxypiperidine

benzyl 2,3-diacetoxy-1-piperidinecarboxylate

(E)-benzyl (4-hydroxy-7-oxooct-5-en-1-yl)carbamate