(R)-tert-butyl 3-(tosyloxymethyl)piperidine-1-carboxylate

Base Information

• Chemical Name: (R)-tert-butyl 3-(tosyloxymethyl)piperidine-1-carboxylate
• CAS No.: 191092-07-6
• Molecular Formula: C18H27 N O5 S
• Molecular Weight: 369.482
• DSSTox Substance ID: DTXSID101124591
• Nikkaji Number: J1.833.020B
• Mol file: 191092-07-6.mol

Synonyms:191092-07-6;(R)-tert-butyl 3-(tosyloxymethyl)piperidine-1-carboxylate;Tert-butyl (3R)-3-[(4-methylphenyl)sulfonyloxymethyl]piperidine-1-carboxylate;SCHEMBL344239;GOCADJZGBKCYNV-OAHLLOKOSA-N;DTXSID101124591;1,1-Dimethylethyl (3R)-3-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-1-piperidinecarboxylate

Chemical Property of (R)-tert-butyl 3-(tosyloxymethyl)piperidine-1-carboxylate

Chemical Property:

• PSA: 81.29000
• LogP: 4.36610
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 369.16099414
• Heavy Atom Count: 25
• Complexity: 541

Purity/Quality:

97% ^*data from raw suppliers

(R)-3-(TOSYLOXYMETHYL)-N-BOC-PIPERIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OCC2CCCN(C2)C(=O)OC(C)(C)C
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC[C@@H]2CCCN(C2)C(=O)OC(C)(C)C

Technology Process of (R)-tert-butyl 3-(tosyloxymethyl)piperidine-1-carboxylate

There total 5 articles about (R)-tert-butyl 3-(tosyloxymethyl)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: 96.0%

→ (R)-tert-butyl 3-((tosyloxy)methyl)piperidine-1-carboxylate (191092-07-6)

Guidance literature:

Reference yield: 95.0%

tert-butyl (3R)-3-(hydroxymethyl)piperidine-1-carboxylate (116574-71-1,140645-19-8,140695-84-7,140695-85-8) + p-toluenesulfonyl chloride (98-59-9) → (R)-tert-butyl 3-((tosyloxy)methyl)piperidine-1-carboxylate (191092-07-6)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 60h;

Reference yield:

(R)-ethyl nipecotate (25137-01-3) → (R)-tert-butyl 3-((tosyloxy)methyl)piperidine-1-carboxylate (191092-07-6)

Guidance literature:

Multi-step reaction with 3 steps

1: LiAlH₄

With lithium aluminium tetrahydride;

DOI:10.1016/S0040-4039(02)02157-3

upstream raw materials:

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

p-toluenesulfonyl chloride

(R)-3-hydroxymethyl piperidine

(R)-ethyl nipecotate

Downstream raw materials:

C₂₁H₂₂BrFN₄O₂

(R)-N-(4-bromo-2-fluorophenyl)-7-((1-(2-fluoroethyl)piperidin-3-yl)methoxy)-6-methoxyquinazolin-4-amine

[18F](R)-N-(4-bromo-2-fluorophenyl)-7-((1-(2-fluoroethyl)piperidin-3-yl)methoxy)-6-methoxyquinazolin-4-amine

1,1-dimethylethyl (3R)-3-[({4-[5-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1,3,4-oxadiazol-2-yl]-3-methylphenyl}oxy)methyl]-1-piperidinecarboxylate

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