Methoxymethyl-triphenylphosphonium chloride → N-Benzyloxycarbonyl-2(R,S)-(1-methoxyethen-2-yl)-3,4-dihydro-2H-1,4-benzoxazine

Participants

Role	Name	HCID	Charge
Reactant	Methoxymethyl-triphenylphosphonium chloride	HCID 2723798	—
Reactant	Potassium bis(trimethylsilyl)amide	HCID 3251421	—
Reactant	N-benzyloxycarbonyl-2(R,S)-formyl-3,4-dihydro-2H-1,4-benzoxazine	HCID 19697651	—
Reactant	5(S)-tert-butoxycarbonylamino-4(S)-hydroxy-2(R),7,7-trimethyl-8-[3(R,S)-allyloxymethyl-1,2,3,4-tetrahydroquinolin-1-ylcarbonyl]-octanoic acid (N-butyl)amide	HCID 131720529	—
Product	N-Benzyloxycarbonyl-2(R,S)-(1-methoxyethen-2-yl)-3,4-dihydro-2H-1,4-benzoxazine	HCID 73649459	—

Reaction Steps

The title compound is prepared analogously to the process described in Example 138b) starting from 1.25 g of N-benzyloxycarbonyl-2(R,S)-formyl-3,4-dihydro-2H-1,4-benzoxazine (Example 107), 7.2 g of methoxymethyl-triphenylphosphonium chloride and 1.57 g of potassium bis(trimethylsilyl)amide: Rf (A)=0.49 und 0.54.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05719141
Source dataset	uspto-grants-1998_02
ORD ID	ord-a41feb84ac61472aaea55566cfa4d7c1
Source note	uspto-grants-1998_02