(S)-1-Cbz-3-(hydroxyMethyl)piperidine

Base Information

• Chemical Name: (S)-1-Cbz-3-(hydroxyMethyl)piperidine
• CAS No.: 405061-52-1
• Molecular Formula: C14H19NO3
• Molecular Weight: 249.31
• Mol file: 405061-52-1.mol

Synonyms:(S)-1-CBZ-3-(HYDROXYMETHYL)PIPERIDINE;(3S)-3-Hydroxymethyl-piperidine-1-carboxylic acid benzyl ester;(S)-BENZYL 3-(HYDROXYMETHYL)PIPERIDINE-1-CARBOXYLATE;(S)-N-CBZ-3-PIPERIDINEMETHANOL;

Chemical Property of (S)-1-Cbz-3-(hydroxyMethyl)piperidine

Chemical Property:

• Boiling Point: 396.4±25.0 °C(Predicted)
• PKA: 14.93±0.10(Predicted)
• PSA: 49.77000
• Density: 1.162±0.06 g/cm3(Predicted)
• LogP: 1.96540

Purity/Quality:

97% ^*data from raw suppliers

Benzyl(3S)-3-(hydroxymethyl)piperidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-1-Cbz-3-(hydroxyMethyl)piperidine

There total 5 articles about (S)-1-Cbz-3-(hydroxyMethyl)piperidine 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: 99.58%

→ N-Cbz-3-hydroxymethylpiperidine (405061-52-1,160706-61-6)

Guidance literature:

Reference yield:

3-ethyl 1-(phenylmethyl) 1,3-piperidinedicarboxylate (310454-53-6) → (R)-N-Cbz-3-hydroxymethylpiperidine (160706-61-6) + N-Cbz-3-hydroxymethylpiperidine (405061-52-1,160706-61-6)

Guidance literature:

With C₃₃H₂₉FeMnN₂O₃P; hydrogen; potassium carbonate; In isopropyl alcohol; at 50 ℃; for 16h; under 37503.8 Torr; Overall yield = 81 %; Overall yield = 188 mg; Autoclave;

DOI:10.1021/acs.orglett.8b00864

Reference yield:

(3R,5S)-Piperidine-1,3,5-tricarboxylic acid 1-benzyl ester 3-methyl ester (175694-36-7) → N-Cbz-3-hydroxymethylpiperidine (405061-52-1,160706-61-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent

2: LiBH₄ / tetrahydrofuran

With lithium borohydride; In tetrahydrofuran;

DOI:10.1016/0957-4166(96)00002-X

upstream raw materials:

Z-β²hPro-OMe

(3S,5R)-Piperidine-1,3,5-tricarboxylic acid benzyl ester dimethyl ester

(3R,5S)-Piperidine-1,3,5-tricarboxylic acid 1-benzyl ester 3-methyl ester

3-ethyl 1-(phenylmethyl) 1,3-piperidinedicarboxylate

Downstream raw materials:

(S)-(hydroxymethyl)piperidine

tert-butyl (3S)-3-(hydroxymethyl)piperidine-1-carboxylate

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