79677-60-4

Basic information

• Product Name: L-Tyrosine, 3-iodo-N-[(phenylmethoxy)carbonyl]-, methyl ester
• CAS NO: 79677-60-4
• Molecular Formula: C18H18INO5
• Molecular Weight: 455.249
• Mol File: 79677-60-4.mol

Chemical Properties

• CAS DataBase Reference: L-Tyrosine, 3-iodo-N-[(phenylmethoxy)carbonyl]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Tyrosine, 3-iodo-N-[(phenylmethoxy)carbonyl]-, methyl ester(79677-60-4)
• EPA Substance Registry System: L-Tyrosine, 3-iodo-N-[(phenylmethoxy)carbonyl]-, methyl ester(79677-60-4)

Safety Data

• Hazardous Substances Data: 79677-60-4(Hazardous Substances Data)

Upstream product

• 501-53-1 benzyl chloroformate 
• 79677-58-0 2-amino-3-(3-iodo-4-hydroxyphenyl)propionic acid methyl ester hydrochloride 
• 110774-03-3 L-3-(3-acetyl-4-hydroxyphenyl)-N-(benzyloxycarbonyl)alanine methyl ester 
• 74-88-4 methyl iodide 
• 13512-31-7 N-(benzyloxycarbonyl)-L-tyrosine methyl ester 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 70277-02-0 3-iodo-L-tyrosine methyl ester 
• 70-78-0 3-Iodo-L-tyrosine 

Downstream Products

• 204513-78-0 (S)-2-Benzyloxycarbonylamino-3-[4-(2-cyclohexyl-ethoxy)-3-iodo-phenyl]-propionic acid methyl ester 
• 353520-84-0 (S)-N-benzyloxycarbonyl-3-(3-iodo-4-methoxyphenyl)alanine methyl ester 
• 138571-41-2 (9S,12S)-12-{(S)-2-[(S)-2-{[(S)-2-((R)-2-Amino-propionylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionylamino}-4-methoxy-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.1^3,7]nonadeca-1⁽¹⁷⁾,3⁽¹⁹⁾,4,6,14⁽¹⁸⁾,15-hexaene-9-carboxylic acid; hydrochloride 
• 138605-23-9 BOC-D-alanyl-L-alanyl-N,O⁴-dimethyl-L-tyrosyl-L-alanyl-L-tyrosyl-O⁴-methyl-L-tyrosine cyclic 5⁴<*>6³ ether, methyl ester 
• 138571-40-1 C₄₄H₅₆N₆O₁₂ 
• 138571-36-5 N¹⁵,N²⁹-desmethyl RA-VII 
• 138571-38-7 3-hydroxy-O-methyl-N-<4-iodo-N-methyl-N-<(1,1-dimethylethoxy)carbonyl>-L-phenylalanyl>-L-tyrosine methyl ester 
• 132513-32-7 3-hydroxy-O-methyl-N-<(phenylmethoxy)carbonyl>-L-tyrosine methyl ester 
• 79677-64-8 (S)-2-Benzyloxycarbonylamino-3-(4-hydroxy-3-iodo-phenyl)-propionic acid; compound with dicyclohexyl-amine 
• 79677-76-2 Z-Ity-Gly-OMe 

Relevant articles and documents

Method for synthesizing 3-iodine-N-protected-L-tyrosine methyl ester through de-MOM-protection

The invention discloses a method for synthesizing 3-iodine-N-protected-L-tyrosine methyl ester through de-MOM-protection and belongs to the technical field of organic synthesis. N-protected-L-tyrosinemethyl ester is reacted with MOMCl and iodine reagent to give 3-iodine-N-protected-O-methyl methyl ether-L-tyrosine methyl ester, normal-pressure de-MOM-protection is performed in hydrogen atmosphereunder palladium catalysis to obtain 3-iodine-N-protected-L-tyrosine methyl ester. The method for removing the MOM protecting group adopted by the invention avoids the group tolerance problem in the conventional strong acid system such as hydrochloric acid, acetic acid, trifluoroacetic acid or boron trifluoride ether, and has high reaction selectivity and simple post-treatment.

Method for preparing methyl 3-halogenated-N-protected-L-tyrosine ester

The invention discloses a method for preparing methyl 3-halogenated-N-protected-L-tyrosine ester, and belongs to the technical field of organic synthesis. The method comprises the steps: performing areaction between methyl N-protected-L-tyrosine ester and

Formal Total Synthesis of Diazonamide A by Indole Oxidative Rearrangement

A short formal total synthesis of the marine natural product diazonamide A is described. The route is based on indole oxidative rearrangement, and a number of options were investigated involving migration of tyrosine or oxazole fragments upon oxidation of open chain or macrocyclic precursors. The final route proceeds from 7-bromoindole by sequential palladium-catalysed couplings of an oxazole fragment at C-2, followed by a tyrosine fragment at C-3. With the key 2,3-disubstituted indole readily in hand, formation of a macrocyclic lactam set the stage for the crucial oxidative rearrangement to a 3,3-disubstituted oxindole. Notwithstanding the concomitant formation of the unwanted indoxyl isomer, the synthesis successfully delivered, after deprotection, the key oxindole intermediate, thereby completing a formal total synthesis of diazonamide A.

Preparation of selectively protected L-dopa derivatives: Oxidation of tyrosine-3-boronates

Conversion of 3-iodo-L-tyrosine to protected tyrosine-3-boronate esters, followed by oxidation with hydrogen peroxide, provides a mild and efficient method for the preparation of selectively protected L-dopa derivatives.

Synthesis of a TMC-95A Ketomethylene Analogue by Cyclization via Intramolecular Suzuki Coupling

(Equation presented) A TMC-95A analogue extended at the C-terminus with NleΨ[COCH2]Gly-Ala-Ala-NH2 was synthesized via side-chain cyclization of the linear precursor by a Suzuki cross-coupling reaction in solution to analyze the effe

A convenient preparation of selectively protected L-Dopa derivatives from 3-iodo-L-tyrosine

Palladium-catalyzed hydroformylation of 3-iodo-L-tyrosine derivatives la,b followed by protection of the free phenol as its benzyl ether and Baeyer-Villiger oxidation of the 3-formyl group provided the desired L-Dopa derivatives 4b,c in 71 and 68% overall

Novel biologically active nonpeptidic inhibitors of myristoylcoa:Protein n-myristoyltransferase

A new class of biologically active nonpeptidic inhibitors of Candida albicans NMT has been synthesized starting from the octapeptide ALYASKLS- NH2 (2). The synthetic strategy entailed the preparation of novel protected Ser-Lys mimics 9 and 12 f

Total synthesis of (+)-piperazinomycin

A concise total synthesis of (+)-piperazinomycin (1), a novel naturally occurring macrocyclic piperazine possessing antimicrobial and antifungal activity, is detailed with implementation of an improved Ullmann macrocyclization reaction conducted on a diketopiperazine (53%).