L-Tyrosine, 3-bromo-N-[N-[(1,1-dimethylethoxy)carbonyl]-L-tyrosyl]-, methyl ester

Base Information

Chemical Name:L-Tyrosine, 3-bromo-N-[N-[(1,1-dimethylethoxy)carbonyl]-L-tyrosyl]-, methyl ester
CAS No.:98778-72-4
Molecular Formula:C₂₄H₂₉BrN₂O₇
Molecular Weight:537.407
Hs Code.:
NSC Number:697490
DSSTox Substance ID:DTXSID201132270
ChEMBL ID:CHEMBL1976073

Synonyms:NSC697490;CHEMBL1976073;DTXSID201132270;NSC-697490;NCI60_034779;L-Tyrosine, 3-bromo-N-[N-[(1,1-dimethylethoxy)carbonyl]-L-tyrosyl]-, methyl ester;98778-72-4

Suppliers and Price of L-Tyrosine, 3-bromo-N-[N-[(1,1-dimethylethoxy)carbonyl]-L-tyrosyl]-, methyl ester

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

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Chemical Property of L-Tyrosine, 3-bromo-N-[N-[(1,1-dimethylethoxy)carbonyl]-L-tyrosyl]-, methyl ester

Chemical Property:

XLogP3:3.5
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:11
Exact Mass:536.11581
Heavy Atom Count:34
Complexity:691

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(C)(C)OC(=O)NC(CC1=CC=C(C=C1)O)C(=O)NC(CC2=CC(=C(C=C2)O)Br)C(=O)OC
Isomeric SMILES:CC(C)(C)OC(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)N[C@@H](CC2=CC(=C(C=C2)O)Br)C(=O)OC

Technology Process of L-Tyrosine, 3-bromo-N-[N-[(1,1-dimethylethoxy)carbonyl]-L-tyrosyl]-, methyl ester

There total 2 articles about L-Tyrosine, 3-bromo-N-[N-[(1,1-dimethylethoxy)carbonyl]-L-tyrosyl]-, methyl ester 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: 90.0%

: 3978-80-1
Boc-Tyr-OH

: 98778-83-7
methyl (S)-2-amino-3-(3-bromo-4-hydroxyphenyl)propanoate hydrochloride

: 98778-72-4
N-(tert-butoxycarbonyl)-L-tyrosyl-3-bromo-L-tyrosine methyl ester

Guidance literature:: With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In N,N-dimethyl-formamide; acetonitrile; at 0 - 20 ℃; for 16h;
DOI:10.1021/acs.jmedchem.9b01199

Reference yield:

: 38739-13-8,7298-91-1
(2S)-2-amino-3-(3-bromo-4-hydroxyphenyl)propanoic acid

: 98778-72-4
N-(tert-butoxycarbonyl)-L-tyrosyl-3-bromo-L-tyrosine methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 79 percent / thionyl chloride / 3 h / Heating

2: 89 percent / triethylamine, dicyclohexylcarbodiimide / dimethylformamide / 2 h / 0 °C

With thionyl chloride; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;
DOI:10.1021/jo00224a051

Reference yield:

: 98778-72-4
N-(tert-butoxycarbonyl)-L-tyrosyl-3-bromo-L-tyrosine methyl ester

: (2S,5S)-2<(m-bromo-p-hydroxyphenyl)methyl>-5-<(p-hydroxyphenyl)methyl>piperazine

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) 98percent formic acid / 1.) 25 deg C, 2.) 2-BuOH, reflux

2: BH₃ / tetrahydrofuran / 144 h / Heating

With formic acid; borane; In tetrahydrofuran;
DOI:10.1021/jo00224a051