(S)-(-)-4-(Methoxymethyl)-1,3-dioxolan-2-one → 3-[2-Phenylbenzofuran-5-yl]-5(R)-methoxymethyloxazolidin-2-one

HRID 1856821Notes

Reaction equation

HRID 1856821 reaction equation
[CH2:1]([O:3][C:4]([NH:6][C:7]1[CH:8]=[CH:9][C:10]2[O:14][C:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:12][C:11]=2[CH:21]=1)=[O:5])[CH3:2].[CH3:22][O:23][CH2:24][C@H]1COC(=O)O1>>[C:15]1([C:13]2[O:14][C:10]3[CH:9]=[CH:8][C:7]([N:6]4[CH2:2][C@H:1]([CH2:22][O:23][CH3:24])[O:3][C:4]4=[O:5])=[CH:21][C:11]=3[CH:12]=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 11007941(S)-(-)-4-(Methoxymethyl)-1,3-dioxolan-2-oneHCID 221329535-Ethoxycarbonylamino-2-phenylbenzofuran

Product 1

HCID 153470583-[2-Phenylbenzofuran-5-yl]-5(R)-methoxymethyloxazolidin-2-one

Procedure

3.1 g (11 mmol) of 5-ethoxycarbonylamino-2-phenylbenzofuran are treated with 4(S)-methoxymethyl-1,3-dioxolan-2-one under the conditions described in step 4 of Example 1. 2.5 g of product are obtained. Melting point: 178.5-179.3° C.

Sources & evidence

ORD record
ord-a889c355e44040a89f1fb14a6c974e36
Source dataset
uspto-grants-2000_11
Patent number
US06143772

Reaction notes

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