N-t-butoxycarbonyl-L-tryptophanyl-L-methionyl-L-aspartyl-D-alanine amide → N-benzyloxycarbonyl-L-tryptophanyl-L-methionyl-L-aspartyl-DL-norvaline amide

Participants

Role	Name	HCID	Charge
Reactant	N-t-butoxycarbonyl-L-tryptophanyl-L-methionyl-L-aspartyl-D-alanine amide	HCID 22796331	—
Reactant	L-methionyl-L-aspartyl-D-alanine amide hydrochloride	HCID 22796354	—
Reactant	L-methionyl-L-aspartyl-DL-norvaline amide hydrochloride	HCID 22796370	—
Reactant	(S)-2,4,5-Trichlorophenyl 2-(((benzyloxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoate	HCID 54123710	—
Product	N-benzyloxycarbonyl-L-tryptophanyl-L-methionyl-L-aspartyl-DL-norvaline amide	HCID 22796407	—

Reaction Steps

When equivalent quantities of L-methionyl-L-aspartyl-DL-norvaline amide hydrochloride and N-benzyloxycarbonyl-L-tryptophan 2,4,5-trichlorophenyl ester are substituted for the L-methionyl-L-aspartyl-D-alanine amide hydrochloride and the N-t-butoxycarbonyl-L-tryptophan 2,4,5-trichlorophenyl ester of Example 6, and the procedure detailed therein substantially repeated, there is obtained N-benzyloxycarbonyl-L-tryptophanyl-L-methionyl-L-aspartyl-DL-norvaline amide. This compound is represented by the following formula.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US04012367
Source dataset	uspto-grants-1977_03
ORD ID	ord-62f041f3e12a42e387075b636bb87788
Source note	uspto-grants-1977_03