BOC-3-CHLORO-L-TYROSINE

Base Information

• Chemical Name: BOC-3-CHLORO-L-TYROSINE
• CAS No.: 192315-36-9
• Molecular Formula: C14H18 Cl N O5
• Molecular Weight: 315.754
• Hs Code.: 2924199090
• Mol file: 192315-36-9.mol

Synonyms:BOC-3-CHLORO-L-TYR-OH;BOC-3-CHLORO-L-TYROSINE;BOC-L-3-CHLOROTYROSINE;(S)-2-(tert-butoxycarbonylamino)-3-(3-chloro-4-hydroxyphenyl)propanoic acid;Boc-3-chloro-L-Tyr-OH·DCHA

Chemical Property of BOC-3-CHLORO-L-TYROSINE

Chemical Property:

• PSA: 95.86000
• LogP: 2.95690
• Storage Temp.: Store at 0-5°C

Purity/Quality:

98%min ^*data from raw suppliers

Boc-3-chloro-L-tyrosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-3-CHLORO-L-TYROSINE

There total 1 articles about BOC-3-CHLORO-L-TYROSINE 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:

di-tert-butyl dicarbonate (24424-99-5) + (S)-2-amino-3-(3-chloro-4-hydroxyphenyl)propanoic acid (7423-93-0) → (S)-2-((tert-butoxycarbonyl)amino)-3-(3-chloro-4-hydroxyphenyl)propanoic acid (N-Boc-3-chlorotyrosine) (192315-36-9)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; at 0 - 20 ℃;

DOI:10.1021/ja413174b

Reference yield: 67.0%

(S)-2-((tert-butoxycarbonyl)amino)-3-(3-chloro-4-hydroxyphenyl)propanoic acid (N-Boc-3-chlorotyrosine) (192315-36-9) + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → [(S)-2-(3-chloro-4-hydroxy-phenyl)-1-(1-cyano-cyclopropylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester (1447710-19-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 25 ℃; for 24h;

Reference yield: 62.0%

(S)-2-((tert-butoxycarbonyl)amino)-3-(3-chloro-4-hydroxyphenyl)propanoic acid (N-Boc-3-chlorotyrosine) (192315-36-9) + allyl bromide (106-95-6) → prop-2-enyl (2S)-3-(3-chloro-4-prop-2-enoxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 22 ℃;

DOI:10.1021/acs.jmedchem.7b01869

upstream raw materials:

di-tert-butyl dicarbonate

(S)-2-amino-3-(3-chloro-4-hydroxyphenyl)propanoic acid

Downstream raw materials:

[(S)-2-(3-chloro-4-hydroxy-phenyl)-1-(1-cyano-cyclopropylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester

(S)-3-(4-allyloxy-3-chloro-phenyl)-2-amino-N-(1-cyano-cyclopropyl)-propionamide

(S)-2-((tert-butoxycarbonyl)amino)-3-(4-((tert-butyldiphenylsilyl)oxy)-3-chlorophenyl)propanoic acid

(S)-3-(4-(allyloxy)-3-chlorophenyl)-2-(tert-butoxycarbonylamino)propanoic acid

Refernces