5-Cyclopropyl-1,3,4-thiadiazol-2-amine → HCID 21102603, compound

HRID 1353303Notes

Reaction equation

HRID 1353303 reaction equation
C([O:3][C:4](=[O:20])[C@@H:5]([O:18][CH3:19])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][C:15]([OH:17])=O)=[CH:9][CH:8]=1)C.[CH:21]1([C:24]2[S:28][C:27]([NH2:29])=[N:26][N:25]=2)[CH2:23][CH2:22]1.C(O[C@@H](CC1C=CC(O[C@@H](C(=O)NCCC2C=CC(OC3C=CC=CC=3)=CC=2)C)=CC=1)C(O)=O)C>>[CH:21]1([C:24]2[S:28][C:27]([NH:29][C:15]([CH2:14][O:13][C:10]3[CH:9]=[CH:8][C:7]([CH2:6][CH:5]([O:18][CH3:19])[C:4]([OH:3])=[O:20])=[CH:12][CH:11]=3)=[O:17])=[N:26][N:25]=2)[CH2:23][CH2:22]1

Participants

4

Reactant 3

HCID 7170215-Cyclopropyl-1,3,4-thiadiazol-2-amineHCID 9847886(2S,1R)-2-ethoxy-3-(4-{1-[2-(4-phenoxy-phenyl)-ethylcarbamoyl]-ethoxy}-phenyl)propionic acidHCID 58864673(2S)-3-(4-carboxymethoxy-phenyl)-2-methoxy-propionic acid ethyl ester

Product 1

HCID 21102603HCID 21102603, compound

Procedure

The title compound was prepared from (2S)-3-(4-carboxymethoxy-phenyl)-2-methoxy-propionic acid ethyl ester (PREPARATION 3, step 2) and 5-cyclopropyl-[1,3,4]thiadiazol-2-ylamine via the same procedure used for the preparation of (2S,1R)-2-ethoxy-3-(4-{1-[2-(4-phenoxy-phenyl)-ethylcarbamoyl]-ethoxy}-phenyl)-propionic acid (Example 1, step 3) to produce a colorless oil. MS (ES) for C17H19N3O5S [M−H]−: 376.

Workup

  1. customto produce a colorless oil

Sources & evidence

ORD record
ord-7a8760e9c953478187bc2d8d81959733
Source dataset
uspto-grants-2007_05
Patent number
US07220880B2

Reaction notes

Loading…