{[ promptMessage ]}

Bookmark it

{[ promptMessage ]}

FR_session_9_correction_to_Q1

FR_session_9_correction_to_Q1 - Aspartame O Phenylalanine 1...

Info iconThis preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
Chem 3580 – Spring 2009 Friday Session 9 – Correction to Q1 1. Propose a reasonable synthesis for the sweetener Aspartame from the indicated starting compounds. The error is in the phenylalanine structure, one of the starting amino acids. There is an extra carbon. The extra carbon has been removed. The error has no impart on the synthesis. H 3 N N H H O CO 2 H H Ph O OCH 3 N O O CO 2 Et CO 2 Et Br H 3 N OCH 3 H Ph from and
Background image of page 1
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: Aspartame O Phenylalanine 1. Answer H N N H O H Ph O OCH 3 N O O CO 2 Et CO 2 Et Br H 2 N H Ph 1. EtO — , EtOH 2. N O O CO 2 Et CO 2 Et 1. HO — , H 2 O, ! 2. H 3 O + , ! H 3 N CO 2 H Hydrolysis, decarboxylation 1. neutralize 2. Protect amine BOC 2 O H N COO — O t-Bu DCC 1. O 3 2. H 2 O 2 3. CF 3 CO 2 H H 3 N N H O H Ph O OCH 3 CO 2 H O t-Bu O O O OCH 3...
View Full Document

{[ snackBarMessage ]}

Ask a homework question - tutors are online