(-)-4,4-Diphenylperhydrothiopyrano[2,3-c]pyrrole 1-oxide → (1RS,4aRS,7aRS)-6-{[(3-dimethylamino-2-propoxy)phenyl]acetyl}-4,4-diphenylperhydrothiopyrano[2,3-c]pyrrole 1-oxide

HRID 375496Notes

Reaction equation

HRID 375496 reaction equation
[C:1]1([C:7]2([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:15]3[CH:11]([CH2:12][NH:13][CH2:14]3)[S:10](=[O:16])[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:23][N:24]([CH3:39])[CH2:25][CH:26]([O:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[CH2:35][C:36](O)=[O:37])[CH3:27]>>[CH3:39][N:24]([CH3:23])[CH2:25][CH:26]([O:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[CH2:35][C:36]([N:13]1[CH2:14][CH:15]2[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:8][CH2:9][S:10](=[O:16])[CH:11]2[CH2:12]1)=[O:37])[CH3:27]

Participants

3

Reactant 2

HCID 18995289(-)-4,4-Diphenylperhydrothiopyrano[2,3-c]pyrrole 1-oxideHCID 53734286[(3-Dimethylamino-2-propoxy)phenyl]acetic acid

Product 1

HCID 67745338(1RS,4aRS,7aRS)-6-{[(3-dimethylamino-2-propoxy)phenyl]acetyl}-4,4-diphenylperhydrothiopyrano[2,3-c]pyrrole 1-oxideYield 9.7%

Procedure

By carrying out the procedure according to that described in Example 8 below, using 1.82 g of (1RS,4aRS,7aRS)-4,4-diphenylperhydrothiopyrano[2,3-c]-pyrrole 1-oxide and 1.39 g of [(3-dimethylamino-2-propoxy)phenyl]acetic acid, 0.3 g of (1RS,4aRS,7aRS)-6-{[(3-dimethylamino-2-propoxy)phenyl]acetyl}-4,4-diphenylperhydrothiopyrano[2,3-c]pyrrole 1-oxide is obtained in the form of white crystals; melting point 150° C.

Sources & evidence

ORD record
ord-85e1bf155a3f4b379cc2630d4a69cf19
Source dataset
uspto-grants-1996_01
Patent number
US05484942

Reaction notes

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