Selenium Dioxide → Ethyl 2-(2-t-pentyloxycarbonylamino-1,3-thiazol-4-yl)glyoxylate

HRID 1447267Notes

Reaction equation

[C:1]([O:6][C:7]([NH:9][C:10]1[S:11][CH:12]=[C:13]([CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[N:14]=1)=[O:8])([CH2:4][CH3:5])([CH3:3])[CH3:2].[Se](=O)=[O:22]>>[C:1]([O:6][C:7]([NH:9][C:10]1[S:11][CH:12]=[C:13]([C:15](=[O:22])[C:16]([O:18][CH2:19][CH3:20])=[O:17])[N:14]=1)=[O:8])([CH2:4][CH3:5])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 24007Selenium Dioxide

HCID 19978738Ethyl 2-(2-t-pentyloxycarbonylamino-1,3-thiazol-4-yl)acetate

Product 1

HCID 19978748Ethyl 2-(2-t-pentyloxycarbonylamino-1,3-thiazol-4-yl)glyoxylateYield 70.6%

Procedure

Ethyl 2-(2-t-pentyloxycarbonylamino-1,3-thiazol-4-yl)acetate (0.3 g.) and selenium dioxide (0.11 g.) were treated according to a similar manner to that of Preparation 6-4) to give brown oil of ethyl 2-(2-t-pentyloxycarbonylamino-1,3-thiazol-4-yl)glyoxylate (0.22 g.).

Workup

customof Preparation 6-4)

Sources & evidence

ORD record: ord-a96aaf621f6c41e387a3dcbd76c7e14f
Source dataset: uspto-grants-1982_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04316019

Reaction notes

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