Dicyclohexylcarbodiimide → Nalpha-t-Butoxycarbonyl-L-tryptophyl-O-benzyl-L-seryl-O-benzyl-L-tyrosyl-D-alanine

참여 물질

역할	이름	HCID	투입량
반응물	Dicyclohexylcarbodiimide	HCID 10868	—
반응물	N-tert-Butoxycarbonyl-L-tryptophan	HCID 83169	—
반응물	L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-	HCID 90234	—
반응물	O-benzyl-N-((tert-butoxy)carbonyl)-L-tyrosine	HCID 98763	—
반응물	BOC-D-alanine	HCID 637606	—
용매	Methanol	HCID 887	—
용매	Triethylamine	HCID 8471	—
생성물	Nalpha-t-Butoxycarbonyl-L-tryptophyl-O-benzyl-L-seryl-O-benzyl-L-tyrosyl-D-alanine	HCID 53959304	—

반응 단계

Nα-t-Butoxycarbonyl-L-tryptophyl-O-benzyl-L-seryl-O-benzyl-L-tyrosyl-D-alanine resin is prepared from 23 g., 14 mmol. of Nα-t-butoxycarbonyl-D-alanine resin by successive coupling, according to the general process for solid phase synthesis given in Example 1 with (1) 7 g., 19 mmol, of Nα-t-butoxycarbonyl-O-benzyl-L-tyrosine and 4 g., 19.4 mmol, of dicyclohexylcarbodiimide, (2) 6 g., 19.7 mmol, of Nα-t-butoxycarbonyl-O-benzyl-L-serine and 4 g. of dicyclohexylcarbodiimide, and (3) 6 g., 19.7 mmol, of Nα-t-butoxycarbonyl-L-tryptophan and 4 g. of dicyclohexylcarbodiimide. The resin thus obtained, 30 g., is stirred for 20 hours with 600 ml. of methanol and 50 ml. of triethylamine. The solution is filtered and evaporated. The residue is solidified by trituration in ether; 8 grams; m.p. 93°-94° C.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US04031069
출처 데이터셋	uspto-grants-1977_06
ORD ID	ord-802c40f114c1414983a6b7b924a20ec2
출처 메모	uspto-grants-1977_06