Benzyloxycarbonyl-L-phenylalanine → HCID 13828185, compound

HRID 622634Notes

Reaction equation

HRID 622634 reaction equation
N(C(OCC1C=CC=CC=1)=O)[C@H:2](C(O)=O)C.[NH:17](C(OCC1C=CC=CC=1)=O)[C@H:18](C(O)=O)[CH:19]([CH3:21])[CH3:20].[NH:35]([C:44]([O:46]CC1C=CC=CC=1)=O)[C@H:36]([C:41]([OH:43])=[O:42])[CH2:37][CH:38]([CH3:40])C.N(C(OCC1C=CC=CC=1)=O)[C@H](C(O)=O)CC1C=CC=CC=1.N(C(OCC1C=CC=CC=1)=O)[C@H](C(O)=O)CCSC.N(C(OCC1C=CC=CC=1)=O)[C@H](C(O)=O)CCCC>>[NH2:17][C@H:18]([C:44]([N:35]1[CH2:40][CH2:38][CH2:37][C@H:36]1[C:41]([O:43][CH3:2])=[O:42])=[O:46])[CH:19]([CH3:21])[CH3:20]

Participants

7

Reactant 6

HCID 70878Benzyloxycarbonyl-L-phenylalanineHCID 74840Leucine, N-carboxy-, N-benzyl ester, L-HCID 726987N-Carbobenzoxy-L-valineHCID 736104N-carbobenzyloxyalanineHCID 1550857Benzyloxycarbonyl-L-methionineHCID 6993403Z-Nle-OH

Product 1

HCID 13828185HCID 13828185, compound

Procedure

Instead of Z-Ala-OH, (a) Z-Val-OH, (b) Z-Leu-OH, (c) Z-Phe-OH, (d) Z-Met-OH and (e) Z-norLeu-OH were used as starting compounds to obtain (a') H-Val-Pro-OMe, (b') H-Leu-Pro-OH, (c') H-Phe-Pro-OH, (d') H-Met-Pro-OMe and (e') H-norLeu-Pro-OMe as oils, respectively.

Sources & evidence

ORD record
ord-b3600f257f7b4adca0aeb8ea61d082c8
Source dataset
uspto-grants-1988_09
Patent number
US04772587

Reaction notes

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