187400-01-7

Upstream product

• 870-63-3 prenyl bromide 
• 106-41-2 4-bromo-phenol 
• 151071-00-0 4-bromo-2-(3-methylbut-2-en-1-yl)phenol 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 187400-05-1 (R)-4-{Hydroxy-[4-methoxy-3-(3-methyl-but-2-enyl)-phenyl]-methyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 56074-98-7 4-Methoxy-3-(γ,γ-dimethylallyl)benzaldehyde 
• 187400-06-2 (R)-4-{(S)-Acetoxy-[4-methoxy-3-(3-methyl-but-2-enyl)-phenyl]-methyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 187400-07-3 (R)-4-{(R)-Acetoxy-[4-methoxy-3-(3-methyl-but-2-enyl)-phenyl]-methyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 187400-10-8 (2S,3S)-3-Acetoxy-2-tert-butoxycarbonylamino-3-[4-methoxy-3-(3-methyl-but-2-enyl)-phenyl]-propionic acid 
• 187400-09-5 Acetic acid (1S,2R)-2-tert-butoxycarbonylamino-3-hydroxy-1-[4-methoxy-3-(3-methyl-but-2-enyl)-phenyl]-propyl ester 
• 187400-08-4 (R)-4-[4-Methoxy-3-(3-methyl-but-2-enyl)-benzoyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 259867-08-8 1-[2-(2-{2-{2-[2-(2-benzyloxycarbonylamino-acetylamino)-3-methyl-butyrylamino]-acetylamino}-3-hydroxy-3-[4-methoxy-3-(3-methyl-butyl)-phenyl]-propionylamino}-acetylamino)-3-(1H-indol-3-yl)-propionyl]-pyrrolidine-2-carboxylic acid benzyl ester 
• 259867-09-9 1-[2-(2-{2-{2-[2-(2-benzyloxycarbonylamino-acetylamino)-3-methyl-butyrylamino]-acetylamino}-3-hydroxy-3-[4-methoxy-3-(3-methyl-butyl)-phenyl]-propionylamino}-acetylamino)-3-(1H-indol-3-yl)-propionyl]-pyrrolidine-2-carboxylic acid benzyl ester 
• 259867-07-7 (2S,3R)-2-{2-[(S)-2-(2-Benzyloxycarbonylamino-acetylamino)-3-methyl-butyrylamino]-acetylamino}-3-hydroxy-3-[4-methoxy-3-(3-methyl-butyl)-phenyl]-propionic acid methyl ester 
• 259867-06-6 (2S,3S)-2-{2-[(S)-2-(2-Benzyloxycarbonylamino-acetylamino)-3-methyl-butyrylamino]-acetylamino}-3-hydroxy-3-[4-methoxy-3-(3-methyl-butyl)-phenyl]-propionic acid methyl ester 
• 259866-97-2 (S)-((2S,5R)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-yl)-[4-methoxy-3-(3-methyl-but-2-enyl)-phenyl]-methanol 
• 259867-00-0 (R)-((2S,5R)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-yl)-[4-methoxy-3-(3-methyl-but-2-enyl)-phenyl]-methanol 

Relevant academic research and scientific papers

Synthesis of the cyclic heptapeptide Substance P antagonist, dihydro-WIN67689 and determination of the stereochemistry of the modified tyrosine moiety

The total synthesis of semi-synthetic cyclic heptapeptide dihydro-WIN67689, a Substance P antagonist 70 times more potent than the naturally occurring cyclic peptide WIN66306, established the stereochemistry of the β-OH group in the isoprenyltyrosine moiety in I-III as R.

First syntheses of (2S,3S)- and (2S,3R) - m-prenyl-β-hydroxytyrosine derivatives: Bioactive amino acid fragment of a substance P antagonist novel cyclic heptapeptide

A stereodefined synthesis of both the C-3 isomers of the title tyrosine related new amino acid 3 has been achieved starting from D-serine and 4-bromophenol.