2-[4-(Boc-aMino)-3-pyridyl]ethanol

Base Information

• Chemical Name: 2-[4-(Boc-aMino)-3-pyridyl]ethanol
• CAS No.: 219834-80-7
• Molecular Formula: C12H18N2O3
• Molecular Weight: 238.287
• Hs Code.: 2933399090
• Mol file: 219834-80-7.mol

Synonyms:2-tributylstannylphenylcarbamic acid t-butyl ester;

Chemical Property of 2-[4-(Boc-aMino)-3-pyridyl]ethanol

Chemical Property:

• Boiling Point: 342.1±32.0 °C(Predicted)
• PKA: 12.51±0.70(Predicted)
• PSA: 74.68000
• Density: 1.179±0.06 g/cm3(Predicted)
• LogP: 1.38530

Purity/Quality:

97% ^*data from raw suppliers

2-[4-(Boc-amino)-3-pyridyl]ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-[4-(Boc-amino)-3-pyridyl]ethanol is used as a reagent to prepare stable biaryl analogues that function as novel chiral nucleophilic catalysts.

Technology Process of 2-[4-(Boc-aMino)-3-pyridyl]ethanol

There total 4 articles about 2-[4-(Boc-aMino)-3-pyridyl]ethanol 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: 75.0%

oxirane (75-21-8,99932-75-9) + N-(4-pyridyl) t-butyl carbamate (98400-69-2) → (tert-butoxy)-N-[3-(2-hydroxyethyl)(4-pyridyl)]carboxamide (219834-80-7)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; -78 deg C to -15 deg C, 3 h, -78 deg C to RT, 2 h;

DOI:10.1016/S0040-4039(98)01951-0

Reference yield: 66.0%

N-(4-pyridyl) t-butyl carbamate (98400-69-2) + 2-bromoethanol (540-51-2) → (tert-butoxy)-N-[3-(2-hydroxyethyl)(4-pyridyl)]carboxamide (219834-80-7)

Guidance literature:

N-(4-pyridyl) t-butyl carbamate; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 - -15 ℃; for 3.5h;

2-bromoethanol; With n-butyllithium; In tetrahydrofuran; hexane; pentane; at -78 - 20 ℃; for 2h;

DOI:10.1021/jo991011h

Reference yield:

4-aminopyridine (504-24-5) → (tert-butoxy)-N-[3-(2-hydroxyethyl)(4-pyridyl)]carboxamide (219834-80-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 38.6 g / CH₂Cl₂; H₂O / 0.42 h / 20 °C

2.1: t-butyllithium / tetrahydrofuran; pentane / 3.5 h / -78 - -15 °C

2.2: 75 percent / tetrahydrofuran; pentane / 2 h / -78 - 20 °C

With tert.-butyl lithium; In tetrahydrofuran; dichloromethane; water; pentane; 1.1: Acylation / 2.1: Metallation / 2.2: Alkylation;

DOI:10.1021/jo991011h

upstream raw materials:

oxirane

N-(4-pyridyl) t-butyl carbamate

2-bromoethanol

4-aminopyridine

Downstream raw materials:

2-(4-aminopyridin-3-yl)ethanol

1-(1-methyl(2-pyrrolino[2,3-d]pyridin-7-yl))-2-(phenylmethoxy)naphthalene

2,3-dihydro-1H-pyrrolo[3,2-c]pyridine

tert-butyl 2,3-dihydro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

Refernces

• 1、 -. "HETEROCYCLIC KINASE INHIBITORS". Page 266. . Retrieved 2010/02/08.
• 2、 Spivey, Alan C.,Fekner, Tomasz,Adams, Harry. "Synthesis of atropisomeric analogues of DMAP". . p. 8919 - 8922. Retrieved 2007/10/03.