Methyl 1-Cbz-5-Hydroxypiperidine-3-carboxylate

Base Information

• Chemical Name: Methyl 1-Cbz-5-Hydroxypiperidine-3-carboxylate
• CAS No.: 1095010-45-9
• Molecular Formula: C15H19NO5
• Molecular Weight: 293.32
• Mol file: 1095010-45-9.mol

Synonyms:1-Benzyl 3-methyl 5-hydroxypiperidine-1,3-dicarboxylate;1-O-benzyl 3-O-methyl 5-hydroxypiperidine-1,3-dicarboxylate;

Chemical Property of Methyl 1-Cbz-5-Hydroxypiperidine-3-carboxylate

Chemical Property:

• Boiling Point: 436.1 °C at 760 mmHg
• PKA: 14.31±0.40(Predicted)
• Flash Point: 217.6 °C
• PSA: 76.07000
• Density: 1.272 g/cm³
• LogP: 1.11690

Purity/Quality:

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

Methyl 1-cbz-5-hydroxypiperidine-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 1-Cbz-5-Hydroxypiperidine-3-carboxylate

There total 2 articles about Methyl 1-Cbz-5-Hydroxypiperidine-3-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:

methyl 5-hydroxypiperidine-3-carboxylate (1095010-44-8) + benzyl chloroformate (501-53-1,94274-21-2) → O1-benzyl O3-methyl 5-hydroxypiperidine-1,3-dicarboxylate (1095010-45-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

Reference yield:

methyl 5-hydroxy-3-pyridinecarboxylate (30766-22-4) → O1-benzyl O3-methyl 5-hydroxypiperidine-1,3-dicarboxylate (1095010-45-9)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen; acetic acid; palladium 10% on activated carbon / 72 h / 70 °C / 2585.81 Torr

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

With palladium 10% on activated carbon; hydrogen; acetic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane;

Reference yield:

O1-benzyl O3-methyl 5-hydroxypiperidine-1,3-dicarboxylate (1095010-45-9) → C15H17NO5 (1956365-99-3)

Guidance literature:

O₁-benzyl O₃-methyl 5-hydroxypiperidine-1,3-dicarboxylate; With oxalyl dichloride; In dichloromethane; dimethyl sulfoxide; at -78 ℃; for 2h;

With triethylamine; In dichloromethane; dimethyl sulfoxide; at -78 ℃; for 0.5h;

upstream raw materials:

methyl 5-hydroxypiperidine-3-carboxylate

benzyl chloroformate

methyl 5-hydroxy-3-pyridinecarboxylate

Downstream raw materials:

1-(tert-butyl) 3-methyl 5,5-difluoropiperidine-1,3-dicarboxylate

C₁₅H₁₇NO₅

Refernces