(S)-2-(1-(tert-Butoxycarbonyl)piperidin-2-yl)acetic acid

Base Information

• Chemical Name: (S)-2-(1-(tert-Butoxycarbonyl)piperidin-2-yl)acetic acid
• CAS No.: 159898-10-9
• Molecular Formula: C12H21 N O4
• Molecular Weight: 243.303
• Hs Code.: 29333990
• European Community (EC) Number: 848-346-9
• DSSTox Substance ID: DTXSID00363829
• Nikkaji Number: J2.117.287A
• Wikidata: Q82147578
• Mol file: 159898-10-9.mol

Synonyms:159898-10-9;(S)-2-(1-(tert-Butoxycarbonyl)piperidin-2-yl)acetic acid;(S)-1-Boc-2-piperidineacetic acid;(S)-(1-BOC-PIPERIDIN-2-YL)-ACETIC ACID;2-[(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-2-yl]acetic acid;(S)-2-CARBOXYMETHYL-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;(S)-(1-boc-piperidin-2-yl)acetic acid;2-[(2S)-1-[(tert-butoxy)carbonyl]piperidin-2-yl]acetic acid;2-Piperidineacetic acid, 1-[(1,1-dimethylethoxy)carbonyl]-, (2S)-;SCHEMBL79878;DTXSID00363829;AMY21709;MFCD06656439;AKOS015911585;AS-42981;CS-0154712;EN300-816476;(S)-(1-Boc-piperidin-2-yl)acetic acid, 99%;J-009652;(2S)-1-(tert-Butoxycarbonyl)piperidine-2-acetic acid;(S)-1-Boc-2-piperidineacetic acid, >=99.0% (HPLC);2-[(2S)-1-tert-Butoxycarbonyl-2-piperidyl]acetic acid;(S)-2-(1-(tert-Butoxycarbonyl)piperidin-2-yl)aceticacid;[(2S)-1-(tert-Butoxycarbonyl)piperidin-2-yl]acetic acid;2-Piperidineaceticacid,1-[(1,1-dimethylethoxy)carbonyl]-,(2S)-;((2S)-1-{[(1,1-dimethylethyl)oxy]carbonyl}-2-piperidinyl)acetic acid;(S)-N-t-Butyloxycarbonyl-piperidine-2-acetic acid, Boc-L-Homopipecolic acid

Chemical Property of (S)-2-(1-(tert-Butoxycarbonyl)piperidin-2-yl)acetic acid

Chemical Property:

• Vapor Pressure: 1.37E-06mmHg at 25°C
• Melting Point: 93-97°C
• Boiling Point: 373°C at 760 mmHg
• Flash Point: 179.4°C
• PSA: 66.84000
• Density: 1.121g/cm³
• LogP: 2.18860
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 243.14705815
• Heavy Atom Count: 17
• Complexity: 295

Purity/Quality:

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

(S)-1-Boc-2-piperidineacetic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCCC1CC(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCCC[C@H]1CC(=O)O

Technology Process of (S)-2-(1-(tert-Butoxycarbonyl)piperidin-2-yl)acetic acid

There total 9 articles about (S)-2-(1-(tert-Butoxycarbonyl)piperidin-2-yl)acetic acid 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: 86.0%

di-tert-butyl dicarbonate (24424-99-5) + (S)-2-(piperidin-2-yl)ethanoic acid (64625-19-0) → (S)-2-{1-[(tert-butoxy)carbonyl]piperidin-2-yl}acetic acid (159898-10-9)

Guidance literature:

With sodium hydroxide; In water; tert-butyl alcohol; for 16h; Ambient temperature;

Reference yield: 46.0%

tert-butyl 2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate (118667-62-2) → (R)-tert-butyl 2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate (1000291-89-3) + (S)-2-{1-[(tert-butoxy)carbonyl]piperidin-2-yl}acetic acid (159898-10-9)

Guidance literature:

With Lipase from Burkholeria cepacia; In tetrahydrofuran; aq. phosphate buffer; water; at 35 ℃; for 39h; pH=7; stereoselective reaction; Enzymatic reaction;

DOI:10.1002/anie.201710261

Reference yield: 40.0%

tert-butyl 2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate (118667-62-2) → (R)-tert-butyl 2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate (1000291-89-3) + (S)-2-{1-[(tert-butoxy)carbonyl]piperidin-2-yl}acetic acid (159898-10-9) + (S)-tert-butyl 2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate

Guidance literature:

With Burkholderia cepacia lipase; In tetrahydrofuran; aq. phosphate buffer; water; at 35 ℃; pH=7; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.202102739

upstream raw materials:

di-tert-butyl dicarbonate

(S)-2-(piperidin-2-yl)ethanoic acid

methyl (+/-)-N-(tert-butyloxycarbonyl)piperidin-2-ylacetate

(2S)-2-(2-methoxyethyl)piperidine

Downstream raw materials:

(-)-sparteine; bis-hydrogen sulfate

(1R,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.0^2,7.0^10,15]heptadecane-8,16-dione

(S)-2-(2-oxo-ethyl)-piperidine-1-carboxylic acid tert-butyl ester

(S)-2-(2-hydroxy-ethyl)-piperidine-1-carboxylic acid tert-butyl ester