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
• Article Data: 9

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 
• 13512-31-7 N-(benzyloxycarbonyl)-L-tyrosine methyl ester 
• 110774-03-3 L-3-(3-acetyl-4-hydroxyphenyl)-N-(benzyloxycarbonyl)alanine methyl ester 
• 74-88-4 methyl iodide 
• 70-78-0 3-Iodo-L-tyrosine 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 70277-02-0 3-iodo-L-tyrosine methyl ester 

Downstream Products

• 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 
• 1026064-05-0 3-hydroxy-O-methyl-N-<4-iodo-N-<(1,1-dimethylethoxy)carbonyl>-L-phenylalanyl>-L-tyrosine methyl ester 
• 152429-84-0 cyclo-(4-iodo-L-phenylalanyl)-3-hydroxy-4-O-methyl-L-tyrosine 
• 152429-94-2 (S)-2-Benzylamino-3-(3-hydroxy-4-methoxy-phenyl)-propionic acid methyl ester 
• 37466-41-4 3-Hydroxy-4-methoxy-L-phenylalanine methyl ester 
• 132513-32-7 3-hydroxy-O-methyl-N-<(phenylmethoxy)carbonyl>-L-tyrosine methyl ester 

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.

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.

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