Hydrochloric Acid → Boc-Tyr-(D)Ala-Gly-OBzl

HRID 443918

Reaktionsgleichung

Reaktionsgleichung von HRID 443918
[NH:1]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[C@H:2]([C:11]([OH:13])=O)[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.C(N1CCOCC1)C.C(OC(Cl)=O)C(C)C.Cl.[NH2:38][C@@H:39]([C:41]([NH:43][CH2:44][C:45]([O:47][CH2:48][C:49]1[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=1)=[O:46])=[O:42])[CH3:40].N(C(OC(C)(C)C)=O)[C@@H](C(NCC(OCC1C=CC=CC=1)=O)=O)C>O1CCCC1.CN(C=O)C>[NH:1]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[C@H:2]([C:11]([NH:38][C@@H:39]([C:41]([NH:43][CH2:44][C:45]([O:47][CH2:48][C:49]1[CH:50]=[CH:51][CH:52]=[CH:53][CH:54]=1)=[O:46])=[O:42])[CH3:40])=[O:13])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[CH:8][CH:9]=1

Komponenten

9

Edukt 6

HCID 313Hydrochloric AcidHCID 7525Ethylmorpholine2×HCID 62365Isobutyl chloroformateHCID 117439L-Tyrosine, N-(1,1-dimethylethoxy)carbonyl-HCID 12800382DAla-Gly-OBzlHCID 15567200Boc-(D)Ala-Gly-OBzl

Produkt 1

HCID 15567201Boc-Tyr-(D)Ala-Gly-OBzl

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

2.8 g of Boc-Tyr-OH and 1.3 ml of N-ethylmorpholine are dissolved in 50 ml of absolute tetrahydrofuran and 1.3 ml of chloroformic acid iso-butyl ester are added dropwise at -15°. After 5 minutes, a solution of 2.7 g of HCl.H-(D)Ala-Gly-OBzl and 1.3 ml of N-ethylmorpholine in 20 ml of DMF are added. After 1 hour's stirring at -10°, the mixture is worked up in the manner indicated under (c) above. The title compound is crystallised from methanol/petroleum ether. Decomp. 65°.

Aufarbeitung

  1. customThe title compound is crystallised from methanol/petroleum ether
  2. custom65°

Quellen und Nachweise

ORD-Eintrag
ord-528fd616dd3845aaa3779cd348d74a90
Quelldatensatz
uspto-grants-1981_04
Patentnummer
US04261888

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