Dimethyl Sulfoxide → L-Methionine

Temperature

-10 °C

9.83 g of the peptide obtained in Examle XI, 8) are dissolved in 40 ml of anhydrous DMSO. 60 ml of DMF are then added. The solution is cooled down to -10° C. and the pH is brought to 6.6 by addition of DIPEA. This solution is thereafter poured in 15 mins. in the previous tripeptide azide solution, the temperature being kept at between -15° and -20° C. At the end of the addition, the pH is brought to 7 by DIPEA and the solution is kept for 24 hours at between -15° and -20° C. After this period of time, the rest of the azide solution (15 ml) is added and the pH is returned to 7 by DIPEA and the medium is kept for 24 hours at between -15° and -20° C. This medium is then poured over 500 ml of cooled ethyl acetate and strongly stirred. A white solid substance forms slowly. It is drained and washed 3 times with 150 ml of ethyl acetate, and then with ether (2×150 ml), and dried in vacuo until a constant weight is reached. 9.65 g (80.4%) of a white powder are thus obtained.

1. additionThis solution is thereafter poured in 15 mins
2. custombeing kept at between -15° and -20° C
3. additionAt the end of the addition
4. waitAfter this period of time
5. waitthe medium is kept for 24 hours at between -15° and -20° C
6. washwashed 3 times with 150 ml of ethyl acetate
7. dry with materialwith ether (2×150 ml), and dried in vacuo until a constant weight

ORD record

ord-094d9e5c1e80445fb4622e8f30b341fb

Source dataset

uspto-grants-1989_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04797469