Ethyl 3,4-dihydro-2H-1,4-benzoxazine-2-carboxylate → HCID 67625576, compound

HRID 863228Notes

Reaction equation

HRID 863228 reaction equation
C(O[C:4]([CH:6]1[CH2:11][NH:10][C:9]2[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=2[O:7]1)=[O:5])C.[C:16]([O:20][C:21](=[O:24])[CH2:22][NH2:23])([CH3:19])([CH3:18])[CH3:17]>C1(C)C=CC=CC=1>[C:16]([O:20][C:21]([CH2:22][NH:23][C:4]([CH:6]1[CH2:11][NH:10][C:9]2[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=2[O:7]1)=[O:5])=[O:24])([CH3:19])([CH3:18])[CH3:17]

Participants

4

Reactant 2

HCID 31090Ethyl 3,4-dihydro-2H-1,4-benzoxazine-2-carboxylateHCID 151417Glycine tert-butyl ester

Product 1

HCID 67625576HCID 67625576, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1.0 g of 2(R,S)-ethoxycarbonyl-3,4-dihydro-2H-1,4-benzoxazine and 1.2 g of glycine-tert-butyl ester are heated at 80° C. in 10 ml of toluene. After 5 h, the mixture is evaporated and pure 2(R,S)-(tert-butoxycarbonylmethylaminocarbonyl)-3,4-dihydro-2H-1,4-benzoxazine is isolated by means of FC over 100 g of silica gel (mobile phase Z): Rf (Z)=0.38.

Workup

  1. customthe mixture is evaporated

Sources & evidence

ORD record
ord-7966914d737246b5be97ae3120ddfc4d
Source dataset
uspto-grants-1998_02
Patent number
US05719141

Reaction notes

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