4-Methylmorpholine → HCID 131712673, compound

HRID 1447380Notes

Reaction equation

HRID 1447380 reaction equation
[NH:1]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[C@H:2]([C:10]([OH:12])=O)[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Cl.[CH3:21][O:22][C:23](=[O:28])[CH2:24][CH2:25][CH2:26][NH2:27].CN1CCOCC1.C1(N=C=NC2CCCCC2)CCCCC1>C(Cl)Cl>[C:16]([O:15][C:13]([NH:1][C@H:2]([C:10]([CH2:21][O:22][C:23](=[O:28])[CH2:24][CH2:25][CH2:26][NH2:27])=[O:12])[CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1)=[O:14])([CH3:19])([CH3:18])[CH3:17]

Participants

6

Reactant 4

HCID 79724-MethylmorpholineHCID 10868DicyclohexylcarbodiimideHCID 77857L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-HCID 27563834-Aminobutyric acid methyl ester hydrochloride

Product 1

HCID 131712673HCID 131712673, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared in the idential manner as in Example 1 from 2.65 of Boc-Phe, 1.69 g (11.0 mmole) of methyl-γ-aminobutyrate hydrochloride salt, 1.25 ml of N-methylmorpholine and 2.27 g (11.0 mmole) of dicyclohexylcarbodiimide in 25 ml of methylene chloride, reacted for 24 hours, to provide a quantitative yield of product (TLC in the above solvent system, Rf 0.84).

Workup

  1. customreacted for 24 hours

Sources & evidence

ORD record
ord-22cfed4696ad488abed19629c2ac0815
Source dataset
uspto-grants-1982_02
Patent number
US04316892

Reaction notes

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