Ammonium → 1-Tert-butyl-3-dimethylsilyl-3-[hydroxy(1,2-thiazol-5-yl)methyl]-4-tritylsulfanylazetidin-2-one

HRID 1556831Notes

Reaction equation

HRID 1556831 reaction equation
[C:13]([CH3:14])([CH3:15])([CH3:16])[N:17]1[C:18](=[O:44])[CH:19]([SiH:41]([CH3:42])[CH3:43])[CH:20]1[S:21][C:22]([c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1)([c:29]1[cH:30][cH:31][cH:32][cH:33][cH:34]1)[c:35]1[cH:36][cH:37][cH:38][cH:39][cH:40]1.[C:80]([O:81][CH2:82][CH3:83])(=[O:84])[CH3:85].[CH2:1]([Li:2])[CH2:3][CH2:4][CH3:5].[CH3:64][CH2:65][O:66][C:67](=[O:68])[CH3:69].[CH3:74][CH2:75][CH2:76][CH2:77][CH2:78][CH3:79].[CH:45](=[O:46])[c:47]1[cH:48][cH:49][n:50][s:51]1.[CH:6]([NH:7][CH:8]([CH3:9])[CH3:10])([CH3:11])[CH3:12].[Cl-:52].[Cl:70][CH:71]([Cl:72])[Cl:73].[NH4+:53].[NH:54]1[CH2:55][CH2:56][C:57]1=[O:58].[O:59]1[CH2:60][CH2:61][CH2:62][CH2:63]1>>[C:13]([CH3:14])([CH3:15])([CH3:16])[N:17]1[C:18](=[O:44])[C:19]([SiH:41]([CH3:42])[CH3:43])([CH:45]([OH:46])[c:47]2[cH:48][cH:49][n:50][s:51]2)[CH:20]1[S:21][C:22]([c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1)([c:29]1[cH:30][cH:31][cH:32][cH:33][cH:34]1)[c:35]1[cH:36][cH:37][cH:38][cH:39][cH:40]1

Participants

12

Reactant 11

HCID 223AmmoniumHCID 312ChlorideHCID 6212ChloroformHCID 7912DiisopropylamineHCID 8028TetrahydrofuranHCID 8058HexaneHCID 8857Ethyl Acetate2×HCID 1367212-AzetidinoneHCID 1384425-IsothiazolecarboxaldehydeHCID 1733540951-Tert-butyl-3-dimethylsilyl-4-tritylsulfanylazetidin-2-oneHCID 178418339Butyllithium

Product 1

HCID 1733675821-Tert-butyl-3-dimethylsilyl-3-[hydroxy(1,2-thiazol-5-yl)methyl]-4-tritylsulfanylazetidin-2-one

Sources & evidence

ORD record
ord-70aa2a0ba19d4873accf1fdad9077c69
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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