methyl (S)-3-(6-bromopyridin-2-yl)-2-((tert-butoxycarbonyl)amino)propanoate

Base Information

Chemical Name:methyl (S)-3-(6-bromopyridin-2-yl)-2-((tert-butoxycarbonyl)amino)propanoate
CAS No.:656801-28-4
Molecular Formula:C₁₄H₁₉BrN₂O₄
Molecular Weight:359.22
Hs Code.:
DSSTox Substance ID:DTXSID401117074
Mol file:656801-28-4.mol

Synonyms:SCHEMBL4193916;DTXSID401117074;GS3898;methyl (S)-3-(6-bromopyridin-2-yl)-2-((tert-butoxycarbonyl)amino)propanoate;2-Pyridinepropanoic acid, 6-bromo-alpha-[[(1,1-dimethylethoxy)carbonyl]amino]-, methyl ester, (alphaS)-

Suppliers and Price of methyl (S)-3-(6-bromopyridin-2-yl)-2-((tert-butoxycarbonyl)amino)propanoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

American Custom Chemicals Corporation
METHYL-3-(6-BROMOPYRIDIN-2-YL)-2-(TERT-BUTOXYCARBONYL)PROPANOATE 95.00%
5MG
$ 500.25

Total 3 raw suppliers

Chemical Property of methyl (S)-3-(6-bromopyridin-2-yl)-2-((tert-butoxycarbonyl)amino)propanoate

Chemical Property:

Boiling Point:463.8±45.0 °C(Predicted)
PKA:10.66±0.46(Predicted)
PSA：65.49000
Density:1.363±0.06 g/cm3(Predicted)
LogP:2.51750
XLogP3:2.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:7
Exact Mass:358.05282
Heavy Atom Count:21
Complexity:371

Purity/Quality:

95% ^*data from raw suppliers

METHYL-3-(6-BROMOPYRIDIN-2-YL)-2-(TERT-BUTOXYCARBONYL)PROPANOATE 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C)(C)OC(=O)NC(CC1=NC(=CC=C1)Br)C(=O)OC
Isomeric SMILES:CC(C)(C)OC(=O)N[C@@H](CC1=NC(=CC=C1)Br)C(=O)OC

Technology Process of methyl (S)-3-(6-bromopyridin-2-yl)-2-((tert-butoxycarbonyl)amino)propanoate

There total 3 articles about methyl (S)-3-(6-bromopyridin-2-yl)-2-((tert-butoxycarbonyl)amino)propanoate 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: 67.0%

: 626-05-1
2,6-Dibromopyridine

: 93267-04-0,170848-34-7,889670-02-4
N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester

: 656801-28-4
(2S)-(N-tert-butoxycarbonylamino)-3-(6'-bromopyrid-2'-yl)propionic acid methyl ester

Guidance literature:: N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester; With iodine; zinc; In N,N-dimethyl-formamide; at 0 - 50 ℃; for 2h; Inert atmosphere;

2,6-Dibromopyridine; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 75 ℃; for 2h; Inert atmosphere;

Reference yield:

: 56926-94-4
methyl (2S)-2-[N-(t-butoxycarbonyl)amino]-3-(4-methylbenzenesulfonyl)-oxypropionate

: 656801-28-4
(2S)-(N-tert-butoxycarbonylamino)-3-(6'-bromopyrid-2'-yl)propionic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium iodide / acetone / 96 h / Darkness

2.1: zinc; iodine / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

2.2: 5 h / 50 °C / Inert atmosphere

With iodine; sodium iodide; zinc; In N,N-dimethyl-formamide; acetone;
DOI:10.15227/orgsyn.081.0077

Reference yield:

: 2766-43-0
N-tert-butyloxycarbonyl-L-serine methyl ester

: 656801-28-4
(2S)-(N-tert-butoxycarbonylamino)-3-(6'-bromopyrid-2'-yl)propionic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: dmap; trimethylamine hydrochloride; triethylamine / dichloromethane / 2.67 h / 0 °C

2.1: sodium iodide / acetone / 96 h / Darkness

3.1: zinc; iodine / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

3.2: 5 h / 50 °C / Inert atmosphere

With dmap; iodine; trimethylamine hydrochloride; triethylamine; sodium iodide; zinc; In dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.15227/orgsyn.081.0077