HCID 10927622, compound → HCID 86751044, compound

HRID 264795Notes

Reaction equation

C(OC1C=C2C(C(CO[Si:24]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[C:25]([CH3:28])([CH3:27])[CH3:26])CN2S(C)(=O)=O)=CC=1)C1C=CC=CC=1.[CH2:41]([O:48][C:49]1[C:50]2[CH:70]=[CH:69][CH:68]=[CH:67][C:51]=2[C:52]2[CH:53]([CH2:65][OH:66])[CH2:54][N:55]([C:58]([O:60][C:61]([CH3:64])([CH3:63])[CH3:62])=[O:59])[C:56]=2[CH:57]=1)[C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1>>[CH2:41]([O:48][C:49]1[C:50]2[CH:70]=[CH:69][CH:68]=[CH:67][C:51]=2[C:52]2[CH:53]([CH2:65][O:66][Si:24]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)([C:35]3[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=3)[C:25]([CH3:28])([CH3:26])[CH3:27])[CH2:54][N:55]([C:58]([O:60][C:61]([CH3:63])([CH3:64])[CH3:62])=[O:59])[C:56]=2[CH:57]=1)[C:42]1[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=1

Participants

Reactant 2

HCID 10927622HCID 10927622, compound

HCID 15292136HCID 15292136, compound

Product 1

HCID 86751044HCID 86751044, compoundYield 96%

Procedure

This was synthesized essentially as described for the Cl based analog in A (1) above from 5-(Benzyloxy)-3-(tert-butyloxycarbonyl)-(hydroxymethyl)-1,2-dihydro-3H-benz[e) indole (synthesized as described in D. L Boger et al., J. Org. Chem., 1992, 57, 2873-2876). The product was obtained as a pale yellow oil (96% yield).

Workup

customThis was synthesized essentially

Sources & evidence

ORD record: ord-6ada7629913048d7bbddb6135d4f16f5
Source dataset: uspto-grants-1997_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05646298

Reaction notes

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