N-Boc-4-(hydroxyMethyl)-1,2,3,6-tetrahydropyridine

Base Information

• Chemical Name: N-Boc-4-(hydroxyMethyl)-1,2,3,6-tetrahydropyridine
• CAS No.: 203663-26-7
• Molecular Formula: C11H19NO3
• Molecular Weight: 213.27300
• Hs Code.: 2933399090
• Mol file: 203663-26-7.mol

Synonyms:N-Boc-4-(hydroxymethyl)-1,2,3,6-tetrahydropyridine;TERT-BUTYL 4-(HYDROXYMETHYL)-5,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE;

Chemical Property of N-Boc-4-(hydroxyMethyl)-1,2,3,6-tetrahydropyridine

Chemical Property:

• Boiling Point: 317.3±35.0 °C(Predicted)
• PKA: 14.79±0.10(Predicted)
• PSA: 49.77000
• Density: 1.096±0.06 g/cm3(Predicted)
• LogP: 1.48380
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

N-Boc-4-(hydroxymethyl)-1,2,3,6-tetrahydropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-Boc-4-(hydroxymethyl)-1,2,3,6-tetrahydropyridine is a useful reagent in the synthesis of 5-?acyl-?4-?methylene-?1,?2,?3,?4-?tetrahydropyridines.

Technology Process of N-Boc-4-(hydroxyMethyl)-1,2,3,6-tetrahydropyridine

There total 12 articles about N-Boc-4-(hydroxyMethyl)-1,2,3,6-tetrahydropyridine 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: 97.0%

tert-butyl 4-formyl-3,6-dihydropyridine-1(2H)-carboxylate → t-butyl 4-(hydroxymethyl)-3,6-dihydropyridine-1(2H)-carboxylate (203663-26-7)

Guidance literature:

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; In methanol; dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1021/acsmedchemlett.1c00310

Reference yield: 87.0%

3,6-dihydro-2H-pyridine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester (906663-30-7) → t-butyl 4-(hydroxymethyl)-3,6-dihydropyridine-1(2H)-carboxylate (203663-26-7)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; at -78 - 20 ℃; for 0.833333h; Inert atmosphere;

Reference yield: 70.0%

1-oxa-6-aza-spiro-[2.5]octane-6-caboxylic acid tert-butyl ester (147804-30-6) → t-butyl 4-(hydroxymethyl)-3,6-dihydropyridine-1(2H)-carboxylate (203663-26-7)

Guidance literature:

With aluminum isopropoxide; In toluene; at 110 ℃; for 36h; Inert atmosphere;

DOI:10.24820/ark.5550190.p011.532

upstream raw materials:

tert-butyl 4-methylidenepiperidine-1-carboxylate

3,6-dihydro-2H-pyridine-1,4-dicarboxylic acid 1-tert-butyl ester 4-methyl ester

N-tert-butyloxycarbonylpiperidin-4-one

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

Downstream raw materials:

[3-(tert-Butoxycarbonyl)-3-azabicyclo[4.1.0]hept-6-yl]methanol

tert-butyl 4-[(benzyloxy)methyl]-3-fluoro-4-hydroxypiperidine-1-carboxylate

1,1-dimethylethyl trans-3-hydroxy-4-(hydroxymethyl)-1-piperidinecarboxylate

tert-butyl(3S,4S)-3-hydroxy-4-(hydroxymethyl)piperidine-1-carboxylate

Refernces

• 1、 Sato, Yuta,Oyobe, Naoko,Ogawa, Takao,Suzuki, Sayo,Aoyama, Hiroshi,Nakamura, Tomonori,Fujioka, Hiromichi,Shuto, Satoshi,Arisawa, Mitsuhiro. "Design, Synthesis, and Monoamine Oxidase Inhibitory Activity of (+)-Cinchonaminone and Its Simplified Derivatives". . p. 1464 - 1469. Retrieved 2021/09/13.
• 2、 -. "PYRAN DERVATIVES AS CYP11A1 (CYTOCHROME P450 MONOOXYGENASE 11A1) INHIBITORS". . . Retrieved 2018/07/29.