tert-butyl N-(2-hydroxyethyl)carbamate → HCID 57945162, compound

HRID 1815593Notes

Reaction equation

HRID 1815593 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][OH:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[O:12]1[C:16]2[CH:17]=[CH:18][C:19]([S:21]([N:24]([CH2:29][C@H:30]3[O:34][C:33]([CH3:36])([CH3:35])[N:32]([C:37]([O:39][C@@H:40]4[C@H:47]5[C@H:43]([O:44][CH2:45][CH2:46]5)[O:42][CH2:41]4)=[O:38])[C@H:31]3[CH2:48][C:49]3[CH:54]=[CH:53][C:52](O)=[CH:51][CH:50]=3)[CH2:25][CH:26]([CH3:28])[CH3:27])(=[O:23])=[O:22])=[CH:20][C:15]=2[O:14][CH2:13]1>>[O:12]1[C:16]2[CH:17]=[CH:18][C:19]([S:21]([N:24]([CH2:29][C@H:30]3[O:34][C:33]([CH3:36])([CH3:35])[N:32]([C:37]([O:39][C@@H:40]4[C@H:47]5[C@H:43]([O:44][CH2:45][CH2:46]5)[O:42][CH2:41]4)=[O:38])[C@H:31]3[CH2:48][C:49]3[CH:50]=[CH:51][C:52]([O:11][CH2:10][CH2:9][NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])=[CH:53][CH:54]=3)[CH2:25][CH:26]([CH3:27])[CH3:28])(=[O:23])=[O:22])=[CH:20][C:15]=2[O:14][CH2:13]1

Participants

3

Reactant 2

HCID 2733206tert-butyl N-(2-hydroxyethyl)carbamateHCID 45358743HCID 45358743, compound

Product 1

HCID 57945162HCID 57945162, compound

Procedure

According to example 135 (with the exception that N-(tert-butoxycarbonyl)ethanolamine was used instead of phenethyl alcohol), (3R,3aS,6aR)hexahydrofuro[2,3-b]furan-3-yl (4S,5R)-5-{[(1,3-benzodioxol-5-ylsulfonyl)(isobutyl)amino]methyl}-4-(4-hydroxybenzyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate was converted to the desired compound. MS(ESI): 798(M+Na).

Sources & evidence

ORD record
ord-99bf79febf794d5f86efce1b760761b5
Source dataset
uspto-grants-2005_04
Patent number
US06878728B1

Reaction notes

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