(S)-N-Boc-1,2,3,6-tetrahydro-2-pyridinecarboxylic acid

Base Information

• Chemical Name: (S)-N-Boc-1,2,3,6-tetrahydro-2-pyridinecarboxylic acid
• CAS No.: 417726-36-4
• Molecular Formula: C11H17NO4
• Molecular Weight: 227.26
• Hs Code.: 2933399090
• European Community (EC) Number: 625-858-9
• DSSTox Substance ID: DTXSID00463752
• Nikkaji Number: J1.656.472I
• Wikidata: Q76416997
• Mol file: 417726-36-4.mol

Synonyms:417726-36-4;(S)-N-Boc-1,2,3,6-tetrahydro-2-pyridinecarboxylic acid;(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]-3,6-dihydro-2H-pyridine-2-carboxylic Acid;(S)-1-(tert-butoxycarbonyl)-1,2,3,6-tetrahydropyridine-2-carboxylic acid;(2S)-1-(tert-butoxycarbonyl)-1,2,3,6-tetrahydropyridine-2-carboxylic acid;starbld0019051;SCHEMBL610128;DTXSID00463752;SSYLTDCVONDKNS-QMMMGPOBSA-N;(S)-N-Boc-1,2,3,6-tetrahydro-2-pyridinecarboxylic acid, >=98.0% (HPLC);(2S)-1-[(tert-butoxy)carbonyl]-1,2,3,6-tetrahydropyridine-2-carboxylic acid;(2S)-1-{[(1,1-dimethylethyl)oxy]carbonyl}-1,2,3,6-tetrahydro-2-pyridinecarboxylic acid

Chemical Property of (S)-N-Boc-1,2,3,6-tetrahydro-2-pyridinecarboxylic acid

Chemical Property:

• Vapor Pressure: 5.31E-06mmHg at 25°C
• Boiling Point: 355.2°C at 760 mmHg
• Flash Point: 168.6°C
• PSA: 66.84000
• Density: 1.194g/cm³
• LogP: 1.57450
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 227.11575802
• Heavy Atom Count: 16
• Complexity: 316

Purity/Quality:

97% ^*data from raw suppliers

(S)-N-Boc-1,2,3,6-tetrahydro-2-pyridinecarboxylic acid ≥98.0% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC=CCC1C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N1CC=CC[C@H]1C(=O)O

Technology Process of (S)-N-Boc-1,2,3,6-tetrahydro-2-pyridinecarboxylic acid

There total 11 articles about (S)-N-Boc-1,2,3,6-tetrahydro-2-pyridinecarboxylic 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: 81.0%

2-formyl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (417726-35-3) → (S)-1-(tert-butoxycarbonyl)-1,2,3,6-tetrahydropyridine-2-carboxylic acid (417726-36-4)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; In water; tert-butyl alcohol;

DOI:10.1016/S0040-4039(01)02271-7

Reference yield: 76.0%

(S)-1-tert-butyl 2-methyl 2,3-dihydropyridine-1,2(6H)-dicarboxylate (1228430-37-2,164298-41-3) → (S)-1-(tert-butoxycarbonyl)-1,2,3,6-tetrahydropyridine-2-carboxylic acid (417726-36-4)

Guidance literature:

With lithium hydroxide monohydrate; water; In tetrahydrofuran; methanol; at 20 ℃; for 3h; Cooling with ice;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + (2S)-1,2,3,6-tetrahydropyridine-2-carboxylic acid (31456-71-0) → (S)-1-(tert-butoxycarbonyl)-1,2,3,6-tetrahydropyridine-2-carboxylic acid (417726-36-4)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 0 - 20 ℃; for 16h;

upstream raw materials:

2-formyl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

di-tert-butyl dicarbonate

(S)-N-tert-butoxycarbonyl-1-[(S)-1',2',3',6'-tetrahydropyridin-2-yl]-ethan-1,2-diol

(2S,3S)-N-allyl-N-tert-butoxycarbonyl-3-amino-5-hexen-1,2-diol

Downstream raw materials:

(S)-tert-butyl 6-(4-(3-oxomorpholino)phenylcarbamoyl)-5,6-dihydropyridine-1(2H)-carboxylate

(S)-1-(2-(4-chlorophenyl)acetyl)-N-(4-(3-oxomorpholino)phenyl)-1,2,3,6-tetrahydropyridine-2-carboxamide

C₁₆H₁₉N₃O₃

(1R,4S,6R)-4-({[(1,1-dimethylethyl)(diphenyl)silyl]oxy}methyl)-3-{[6-methyl-3-(2-pyrimidinyl)-2-pyridinyl]carbonyl}-3-azabicyclo[4.1.0]heptane