N-Boc-4-ethynyl-L-phenylalanine

Base Information

Chemical Name:N-Boc-4-ethynyl-L-phenylalanine
CAS No.:169158-05-8
Molecular Formula:C₁₆H₁₉NO₄
Molecular Weight:289.331
Hs Code.:
DSSTox Substance ID:DTXSID601193414

Synonyms:N-Boc-4-ethynyl-L-phenylalanine;169158-05-8;DTXSID601193414;C77961;EN300-7549293;N-[(1,1-Dimethylethoxy)carbonyl]-4-ethynyl-L-phenylalanine;(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-ethynylphenyl)propanoic acid;(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-ethynylphenyl)propanoic acid;(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-ethynylphenyl)propanoicacid

Suppliers and Price of N-Boc-4-ethynyl-L-phenylalanine

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

Activate Scientific
N-Boc-4-ethynyl-L-phenylalanine 95% ee
250 mg
$ 226.00

Activate Scientific
N-Boc-4-ethynyl-L-phenylalanine 95% ee
1 g
$ 545.00

Acrotein
N-Boc-4-ethynyl-L-phenylalanine 97%
0.5g
$ 293.33

Total 2 raw suppliers

Chemical Property of N-Boc-4-ethynyl-L-phenylalanine

Chemical Property:

XLogP3:2.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:7
Exact Mass:289.13140809
Heavy Atom Count:21
Complexity:421

Purity/Quality:

99% ^*data from raw suppliers

N-Boc-4-ethynyl-L-phenylalanine 95% ee ^*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=CC=C(C=C1)C#C)C(=O)O
Isomeric SMILES:CC(C)(C)OC(=O)N[C@@H](CC1=CC=C(C=C1)C#C)C(=O)O

Technology Process of N-Boc-4-ethynyl-L-phenylalanine

There total 10 articles about N-Boc-4-ethynyl-L-phenylalanine 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: 82.0%

: (S)-2-((tert-butoxycarbonyl)amino)-3-(4-((trimethylsilyl)ethynyl)phenyl)propanoic acid

: 169158-05-8
(2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-ethynylphenyl)propanoic acid

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;
DOI:10.1039/d0cc03482g

Reference yield: 60.0%

: methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-((trimethylsilyl)ethynyl)phenyl)propanoate

: 169158-05-8
(2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-ethynylphenyl)propanoic acid

Guidance literature:: With sodium hydroxide; In methanol; diethyl ether; at 20 ℃; for 1h;
DOI:10.1002/ejoc.201601215

Reference yield:

: 103882-09-3,62129-44-6
N-Boc-4-I-Phe-OH

: 169158-05-8
(2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-ethynylphenyl)propanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 15 h / 20 °C

2: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 15 h / 0 - 20 °C / Inert atmosphere

3: sodium hydroxide / methanol; diethyl ether / 1 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium hydrogencarbonate; triethylamine; sodium hydroxide; In methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201601215