Tert-butyl 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate
• CAS No.: 1312713-37-3
• Molecular Formula: C16H30BNO4
• Molecular Weight: 311.2247
• Mol file: 1312713-37-3.mol

Synonyms:103910;1-Boc-piperidine-3-boronic acid pinacol ester;(N-Boc-Piperidin-3-yl)boronic acid pinacol ester;tert-butyl 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate;TERT-BUTYL 3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PIPERIDINE-1-CARBOXYLATE(WXC07814);1-Piperidinecarboxylic acid, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-dimethylethyl ester

Chemical Property of Tert-butyl 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate

Chemical Property:

• Boiling Point: 358.8±35.0 °C(Predicted)
• PKA: -1.03±0.40(Predicted)
• PSA: 48.00000
• Density: 1.03±0.1 g/cm3(Predicted)
• LogP: 3.41760

Purity/Quality:

NLT 98% ^*data from raw suppliers

tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxa-borolan-2-yl)piperidine-1-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Tert-butyl 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate

There total 2 articles about Tert-butyl 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)piperidine-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: 77.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 2,2'-bis(1,3,2-benzodioxaborole) (13826-27-2) + 1-(1-(tert-butoxycarbonyl)piperidin-3-yl)-2,4,6-triphenylpyridin-1-ium tetrafluoroborate → tert-butyl (R)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate (1312713-37-3)

Guidance literature:

2,2'-bis(1,3,2-benzodioxaborole); 1-(1-(tert-butoxycarbonyl)piperidin-3-yl)-2,4,6-triphenylpyridin-1-ium tetrafluoroborate; In N,N-dimethyl acetamide; for 6h; Schlenk technique; Inert atmosphere; Irradiation;

2,3-dimethyl-2,3-butane diol; With triethylamine; at 20 ℃; for 1h; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.201804246

Reference yield:

tert‐butyl 3‐aminopiperidine‐1‐carboxylate (144243-24-3) → tert-butyl (R)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate (1312713-37-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetic acid / dichloromethane / 20 °C / Inert atmosphere; Schlenk technique

2.1: N,N-dimethyl acetamide / 6 h / Schlenk technique; Inert atmosphere; Irradiation

2.2: 1 h / 20 °C / Schlenk technique; Inert atmosphere

With acetic acid; In dichloromethane; N,N-dimethyl acetamide;

DOI:10.1002/chem.201804246

upstream raw materials:

2,3-dimethyl-2,3-butane diol

2,2'-bis(1,3,2-benzodioxaborole)

tert‐butyl 3‐aminopiperidine‐1‐carboxylate