Propyl chloroformate → 3(R,S)-Propyloxycarbonylamino-1,2,3,4-tetrahydroquinoline

HRID 863306Notes

Reaction equation

HRID 863306 reaction equation
[NH2:1][CH:2]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][CH2:3]1.[CH2:12]([O:15][C:16](Cl)=[O:17])[CH2:13][CH3:14].C(NC(=O)[C@H](C)C[C@H](O)[C@@H](NC(OC(C)(C)C)=O)CC(C)(C)CC(N1C2C(=CC=CC=2)N(C(=O)C)C(C(NC)=O)C1)=O)CCC>>[CH2:12]([O:15][C:16]([NH:1][CH:2]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][CH2:3]1)=[O:17])[CH2:13][CH3:14]

Participants

4

Reactant 3

HCID 7998Propyl chloroformateHCID 40551181,2,3,4-Tetrahydroquinolin-3-amineHCID 1317205255(S)-tert-butoxycarbonylamino-4(S)-hydroxy-2(R),7,7-trimethyl-8-[4-acetyl-3(R,S)-methylaminocarbonyl-1,2,3,4-tetrahydroquinoxalin-1ylcarbonyl]-octanoic acid (N-butyl)amide

Product 1

HCID 196977083(R,S)-Propyloxycarbonylamino-1,2,3,4-tetrahydroquinoline

Procedure

Analogously to the method described in Example 108b) from 3(R,S)-amino-1,2,3,4-tetrahydroquinoline and propylchloroformate: Rf (P)=0.84; MS: M+ =234.

Sources & evidence

ORD record
ord-05a98ea857ff4648a76a56a79cf433e7
Source dataset
uspto-grants-1998_02
Patent number
US05719141

Reaction notes

Loading…