(S)-1-tert-Butyl 2-methyl piperidine-1,2-dicarboxylate

Base Information

• Chemical Name: (S)-1-tert-Butyl 2-methyl piperidine-1,2-dicarboxylate
• CAS No.: 200184-53-8
• Molecular Formula: C₁₂H₂₁NO₄
• Molecular Weight: 243.303
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID30445445
• Nikkaji Number: J2.030.092B
• Wikidata: Q82263847
• Mol file: 200184-53-8.mol

Synonyms:200184-53-8;(S)-1-tert-Butyl 2-methyl piperidine-1,2-dicarboxylate;(S)-Methyl 1-boc-piperidine-2-carboxylate;1-tert-Butyl 2-methyl (2S)-piperidine-1,2-dicarboxylate;S-METHYL 1-BOC-PIPERIDINE-2-CARBOXYLATE;1-O-tert-butyl 2-O-methyl (2S)-piperidine-1,2-dicarboxylate;2-Methyl 1-(2-methyl-2-propanyl) (2S)-1,2-piperidinedicarboxylate;SCHEMBL2737884;DTXSID30445445;PVMJFJDVCVNWQN-VIFPVBQESA-N;MFCD09038773;AKOS015851013;AKOS015923229;TS-00735;Methyl (S)-1-Boc-2-piperidinecarboxylate;CS-0205540;(S)-1-Boc-piperidine-2-carboxylic acid methyl ester;(S)-1-t-Butyl 2-methyl piperidine-1,2-dicarboxylate;(S)-1-tert-Butyl2-methylpiperidine-1,2-dicarboxylate;S-METHYL 1-BOC-PIPERIDINE-2-CARBOXYLATE 97+%;(S)-N-(t-butoxycarbonyl)-pipecolinic acid methyl ester;1-(tert-butyl) 2-methyl (S)-piperidine-1,2-dicarboxylate;Piperidine-1,2alpha-dicarboxylic acid 1-tert-butyl 2-methyl ester;1,2-Piperidinedicarboxylic acid, 1-(1,1-dimethylethyl) 2-methyl ester, (2S)-

Chemical Property of (S)-1-tert-Butyl 2-methyl piperidine-1,2-dicarboxylate

Chemical Property:

• Boiling Point: 307.4±35.0 °C(Predicted)
• PKA: -3.28±0.40(Predicted)
• PSA: 55.84000
• Density: 1.094±0.06 g/cm3(Predicted)
• LogP: 1.88690
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 243.14705815
• Heavy Atom Count: 17
• Complexity: 295

Purity/Quality:

97% ^*data from raw suppliers

(S)-1-tert-Butyl2-methylpiperidine-1,2-dicarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCCC1C(=O)OC
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCCC[C@H]1C(=O)OC

Technology Process of (S)-1-tert-Butyl 2-methyl piperidine-1,2-dicarboxylate

There total 6 articles about (S)-1-tert-Butyl 2-methyl piperidine-1,2-dicarboxylate 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:

t-butyl piperidinecarboxylate (75844-69-8) + methyl chloroformate (79-22-1) + phenyldimethylsilyl chloride (768-33-2) → tert-butyl (R)-2-(dimethylphenylsilyl)piperidine-1-carboxylate (1228307-52-5) + N-Boc-2-(dimethylphenylsilyl)piperidine (958457-72-2) + (S)-1-tert-butyl 2-methyl piperidine-1,2-dicarboxylate (200184-53-8) + 1-(R)-tert-butyl 2-methyl piperidine-1,2-dicarboxylate (164456-75-1)

Guidance literature:

t-butyl piperidinecarboxylate; With sec.-butyllithium; (1R,5S,11aS)-3-methyldecahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocine; In hexanes; diethyl ether; at -78 ℃; for 6h; Inert atmosphere;

phenyldimethylsilyl chloride; In hexanes; diethyl ether; at -78 - 40 ℃; Inert atmosphere;

methyl chloroformate; In hexanes; diethyl ether; at -40 - 20 ℃; optical yield given as %ee; Inert atmosphere;

DOI:10.1021/ja102043e

Reference yield:

→ (S)-1-N-Boc-piperidine-2-al (150521-32-7,132910-78-2) + (S)-1-tert-butyl 2-methyl piperidine-1,2-dicarboxylate (200184-53-8)

Guidance literature:

Reference yield:

1-tert-butyl 2-methyl 1,4,5,6-tetrahydropyridine-1,2-dicarboxylate (155905-80-9) → (S)-1-tert-butyl 2-methyl piperidine-1,2-dicarboxylate (200184-53-8) + 1-(R)-tert-butyl 2-methyl piperidine-1,2-dicarboxylate (164456-75-1)

Guidance literature:

With 2,2''-bis[1-(dialkylphosphino)ethyl]1,1''-biferrocene; hydrogen; bis(norbornadiene)rhodium(I) hexafluorophosphate; In 1,2-dichloro-ethane; at 50 ℃; for 24h; under 735.508 Torr;

DOI:10.1016/S0040-4039(99)01719-0

upstream raw materials:

1-tert-butyl 2-methyl 1,4,5,6-tetrahydropyridine-1,2-dicarboxylate

t-butyl piperidinecarboxylate

methyl chloroformate

phenyldimethylsilyl chloride

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