Benzyl 2-(hydroxymethyl)piperidine-1-carboxylate

Base Information

• Chemical Name: Benzyl 2-(hydroxymethyl)piperidine-1-carboxylate
• CAS No.: 105706-75-0
• Molecular Formula: C14H19NO3
• Molecular Weight: 249.31
• DSSTox Substance ID: DTXSID00909685
• Nikkaji Number: J1.826.825F
• Mol file: 105706-75-0.mol

Synonyms:105706-75-0;Benzyl 2-(hydroxymethyl)piperidine-1-carboxylate;1-CBZ-2-HYDROXYMETHYL-PIPERIDINE;1-Cbz-2-Hydroxymethylpiperidine;510729-68-7;2-Hydroxymethyl-piperidine-1-carboxylic acid benzyl ester;2-Hydroxymethylpiperidine-1-carboxylic acid benzyl ester;1-Piperidinecarboxylic acid,4-[[2-fluoro-4-[(5R)-5-(hydroxymethyl)-2-oxo-3-oxazolidinyl]phenyl]amino]-, phenylmethyl ester;SCHEMBL3605585;DTXSID00909685;MFCD04114983;AKOS009213537;AB19384;SB30427;SB46758;(R)-1-Cbz-2-(hydroxymethyl)piperidine;BS-53146;CS-0171384;FT-0651378;FT-0662933;1-cbz-2-hydroxymethyl-piperidine, AldrichCPR;Benzyl2-(hydroxymethyl)piperidine-1-carboxylate;EN300-7329647;A801305;benzyl 2-(hydroxymethyl) piperidine-1-carboxylate;2-(Hydroxymethyl)piperidine-1-carboxylic acid benzyl ester;4-CHLORO-[4-(1,1,2,2-TETRAFLUOROETHOXY)]BENZOPHENONE

Chemical Property of Benzyl 2-(hydroxymethyl)piperidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.55
• Boiling Point: 396.374 °C at 760 mmHg
• Flash Point: 193.52 °C
• PSA: 49.77000
• Density: 1.163 g/cm³
• LogP: 2.10790
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 249.13649347
• Heavy Atom Count: 18
• Complexity: 264

Purity/Quality:

98%min ^*data from raw suppliers

1-CBZ-2-Hydroxymethylpiperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-36
• Safety Statements: 26-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C(C1)CO)C(=O)OCC2=CC=CC=C2

Technology Process of Benzyl 2-(hydroxymethyl)piperidine-1-carboxylate

There total 13 articles about Benzyl 2-(hydroxymethyl)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: 100.0%

1-benzoxycarbonyl-2-methoxycarbonylpiperidine (180609-56-7) → 1-benzyloxycarbonyl-2-hydroxymethylpiperidine (105706-75-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; tert-butyl alcohol; for 0.5h; Heating; ultrasonic irradiation;

DOI:10.1007/BF00532039

Reference yield: 92.0%

benzyl chloroformate (501-53-1,94274-21-2) + piperidin-2-ylmethanol (3433-37-2) → 1-benzyloxycarbonyl-2-hydroxymethylpiperidine (105706-75-0)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; at 65 ℃; for 0.166667h; microwave irradiation;

DOI:10.1080/00397910701557663

Reference yield:

benzyl 2-({[tert-butyl(dimethyl)silyl]oxy}methyl)piperidine-1-carboxylate (1072344-35-4) → 1-benzyloxycarbonyl-2-hydroxymethylpiperidine (105706-75-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃;

upstream raw materials:

1-benzoxycarbonyl-2-methoxycarbonylpiperidine

benzyl chloroformate

piperidin-2-ylmethanol

N-benzyloxycarbonyl D/L-pipecolinic acid

Downstream raw materials:

(+)-coniceine

hexahydro-indolizin-3-one

(S)-1-(carbobenzyloxy)-2-piperidinecarboxylic acid

(S)-N-(benzyloxycarbonyl)-2-formylpiperidine

Refernces

• 1、 Betz, Stephen F.,Chen, Zhiyong,Kusnetzow, Ana Karin,Nguyen, Julie,Rico-Bautista, Elizabeth,Struthers, R. Scott,Tan, Hannah,Zhao, Jian,Zhu, Yunfei. "Discovery of substituted 3H-pyrido[2,3-d]pyrimidin-4-ones as potent, biased, and orally bioavailable sst2 agonist". . . Retrieved 2020.
• 2、 Zhersh, Sergey,Buryanov, Volodymyr V.,Karpenko, Oleksandr V.,Grygorenko, Oleksandr O.,Tolmachev, Andrey A.. "A library of conformationally restricted saturated heterocyclic sulfonyl chlorides". scheme or table. p. 3669 - 3674. Retrieved 2011/12/16.
• 3、 Azzena, Ugo,Dettori, Giovanna,Pisano, Luisa,Pittalis, Mario. "Microwave-assisted carbamoylation of amines". . p. 3623 - 3634. Retrieved 2008/03/13.