(R)-1-Boc-3-(Hydroxymethyl)Piperidine

Base Information

• Chemical Name: (R)-1-Boc-3-(Hydroxymethyl)Piperidine
• CAS No.: 140695-85-8
• Molecular Formula: C₁₁H₂₁NO₃
• Molecular Weight: 215.293
• Hs Code.: 2942000000
• European Community (EC) Number: 674-619-5
• DSSTox Substance ID: DTXSID50363894
• Nikkaji Number: J1.833.019I
• Wikidata: Q72449655
• Mol file: 140695-85-8.mol

Synonyms:140695-85-8;(R)-1-Boc-3-(Hydroxymethyl)Piperidine;(R)-1-Boc-3-(hyroxymethyl)piperidine;(R)-tert-butyl 3-(hydroxymethyl)piperidine-1-carboxylate;tert-butyl (3R)-3-(hydroxymethyl)piperidine-1-carboxylate;(R)-1-N-BOC-3-HYDROXYMETHYL-PIPERIDINE;N-Boc-3-(hydroxymethyl)piperidine;(R)-1-N-BOC-3-(HYDROXYMETHYL)PIPERIDINE;MFCD02683202;(S)-N-Boc-3-hydroxymethyl piperidine;SCHEMBL344916;(R)-N-Boc-3-Piperidinemethanol;DTXSID50363894;(3R)-3-(Hydroxymethyl)piperidine;AMY38112;(R)-1-Boc-3-hydroxymethylpiperidine;(R)-N-Boc-piperdine-3-hydroxymethyl;N-BOC-3(R)-hydroxymethyl-piperidine;AKOS007930583;AKOS015897722;AC-1951;AC-1952;CS-W008170;AS-35392;EN300-154299;A848448;(R)-(-)-1-BOC-3-(HYDROXYMETHYL)PIPERIDINE;(R)-1-Boc-3-(hydroxymethyl)piperidine, AldrichCPR;Q-103000;(3R)-1-(tert-Butoxycarbonyl)piperidine-3alpha-methanol;(R)-N-ALPHA-T-BUTYLOXYCARBONYL-3-PIPERIDINEMETHANOL;TERT-BUTYL (R)-3-HYDROXYMETHYLPIPERIDINE-1-CARBOXYLATE;(R)-3-hydroxymethylpiperidine-1-carboxylic acid tert-butyl ester;1,1-dimethylethyl (3R)-3-(hydroxymethyl)-1-piperidinecarboxylate;1,1-dimethylethyl (3R)-3-(hydroxymethyl)piperidine-1-carboxylate;(s)-tert-butyl 3-(hydroxymethyl)tetrahydro-1(2h)-pyridinecarboxylate;1-Piperidinecarboxylic acid,3-(hydroxymethyl)-,1,1-dimethylethyl ester,(3R)-;(R)-N-Alpha-T-Butyloxycarbonyl-3-piperidinemethanol

Chemical Property of (R)-1-Boc-3-(Hydroxymethyl)Piperidine

Chemical Property:

• Melting Point: 77-81 °C
• Boiling Point: 308 °C at 760 mmHg
• PKA: 14.93±0.10(Predicted)
• Flash Point: 140.1 °C
• PSA: 49.77000
• Density: 1.059 g/cm³
• LogP: 1.56370
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 215.15214353
• Heavy Atom Count: 15
• Complexity: 222

Purity/Quality:

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

(R)-1-Boc-3-(Hydroxymethyl)piperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N,T
• Statements: 25-36-50
• Safety Statements: 26-45-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC(C1)CO
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCC[C@H](C1)CO
• Uses: (R)-(-)-1-Boc-3-(hydroxymethyl)piperidine is used as pharmaceutical intermediate.

Technology Process of (R)-1-Boc-3-(Hydroxymethyl)Piperidine

There total 31 articles about (R)-1-Boc-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: 98.0%

(R)-1-Boc-nipecotic acid (163438-09-3) → tert-butyl (3R)-3-(hydroxymethyl)piperidine-1-carboxylate (116574-71-1,140645-19-8,140695-84-7,140695-85-8)

Guidance literature:

(R)-1-Boc-nipecotic acid; With borane-THF; In tetrahydrofuran; at 20 ℃; for 16h;

With sodium hydroxide; water; In tetrahydrofuran; at 0 ℃; for 48h; Heating / reflux;

Reference yield: 97.9%

di-tert-butyl dicarbonate (24424-99-5) + (R)-3-hydroxymethyl piperidine (37675-20-0) → tert-butyl (3R)-3-(hydroxymethyl)piperidine-1-carboxylate (116574-71-1,140645-19-8,140695-84-7,140695-85-8)

Guidance literature:

With trimethylamine; In tetrahydrofuran; water; at 0 - 25 ℃; for 10h;

DOI:10.1016/j.ejmech.2021.113450

Reference yield: 91.0%

(R)-3-Butyryloxymethyl-piperidine-1-carboxylic acid tert-butyl ester (140695-98-3) → tert-butyl (3R)-3-(hydroxymethyl)piperidine-1-carboxylate (116574-71-1,140645-19-8,140695-84-7,140695-85-8)

Guidance literature:

With sodium hydroxide; In ethanol;

DOI:10.1016/S0957-4166(00)86038-3

upstream raw materials:

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

t-butyl (R,S)-3-<(butyryloxy)methyl>-1-piperidine-carboxylate

(R)-3-Butyryloxymethyl-piperidine-1-carboxylic acid tert-butyl ester

di-tert-butyl dicarbonate

Downstream raw materials:

(S)-3-((2S,3R)-2-Benzyloxycarbonyl-4-oxo-azetidin-3-ylmethyl)-piperidine-1-carboxylic acid tert-butyl ester

(2S,3R)-3-((S)-1-{Benzyloxycarbonylamino-[(E)-benzyloxycarbonylimino]-methyl}-piperidin-3-ylmethyl)-4-oxo-azetidine-2-carboxylic acid benzyl ester

(2S,3R)-3-((S)-1-{Benzyloxycarbonylamino-[(E)-benzyloxycarbonylimino]-methyl}-piperidin-3-ylmethyl)-4-oxo-1-[4-(6-phenyl-hexanoyl)-piperazine-1-carbonyl]-azetidine-2-carboxylic acid benzyl ester

(R)-3-[(benzyloxycarbonylamino)methyl]-piperidine

Refernces

• 1、 Yu, Bangkui,Zou, Suchen,Liu, Hongchi,Huang, Hanmin. "Palladium-catalyzed ring-closing reaction via C-N bond metathesis for rapid construction of saturated N-heterocycles". . p. 18341 - 18345. Retrieved 2020/11/17.
• 2、 -. "KRAS G12C INHIBITORS". Paragraph 0910-0911. . Retrieved 2019/05/24.