425399-84-4

Basic information

• Product Name: Butanoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-(phenylseleno)-, phenylmethyl ester, (2R,3S)-
• CAS NO: 425399-84-4
• Molecular Formula: C22H27NO4Se
• Molecular Weight: 448.421
• Mol File: 425399-84-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Butanoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-(phenylseleno)-, phenylmethyl ester, (2R,3S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Butanoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-(phenylseleno)-, phenylmethyl ester, (2R,3S)-(425399-84-4)
• EPA Substance Registry System: Butanoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-(phenylseleno)-, phenylmethyl ester, (2R,3S)-(425399-84-4)

Safety Data

• Hazardous Substances Data: 425399-84-4(Hazardous Substances Data)

Upstream product

• 645-96-5 Benzeneselenol 
• 395063-31-7 (2S,3R)-2-tert-butoxycarbonylamino-3-(toluene-4-sulfonyloxy)-butyric acid benzyl ester 
• 140422-54-4 N-(tert-butyloxycarbonyl)-threonine benzyl ester 

Downstream Products

• 425399-85-5 2-(2-acetylamino-acetylamino)-3-phenylselanyl-butyric acid benzyl ester 

Relevant articles and documents

Biomimetic stereoselective formation of methyllanthionine.

Fmoc-(2R,3S)-3-methyl-Se-phenylselenocysteine was used for the synthesis of dehydrobutyrine (Dhb)-containing peptides. Biomimetic cyclization via Michael addition of Cys to a Dhb yielded the B-ring of the lantibiotic subtilin as a single diastereomer. The methyllanthionine product was shown to have the natural configuration by preparation of the authentic stereoisomer. The formation of a single isomer suggests that the prepeptide has a strong intrinsic preference for the stereochemistry observed in lantibiotics. [reaction: see text]