تفاعل #351977

ord-6ada7629913048d7bbddb6135d4f16f5

معادلة التفاعل

CC(C)(C)[Si](OCC1CN(S(C)(=O)=O)c2cc(OCc3ccccc3)ccc21)(c1ccccc1)c1ccccc1
( 1 )
CC(C)(C)[Si](OCC1CN(S(C)(=O)=O)c2cc(OCc3ccccc3)ccc21)(c1ccccc1)c1ccccc1
6-(Benzyloxy)-3-[(diphenyl-tert-butyl-silyl)oxymethyl]-1-(methylsulfonyl)-2,3 dihydro-1H-indole
CC(C)(C)OC(=O)N1CC(CO)c2c1cc(OCc1ccccc1)c1ccccc21
5-(Benzyloxy)-3-(tert-butyloxycarbonyl)-(hydroxymethyl)-1,2-dihydro-3H-benz[e) indole
→
CC(C)(C)OC(=O)N1CC(CO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)c2c1cc(OCc1ccccc1)c1ccccc21
oil
المردود 96.0%
CC(C)(C)OC(=O)N1CC(CO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)c2c1cc(OCc1ccccc1)c1ccccc21
5-(Benzyloxy)-3-(tert-butyloxycarbonyl)-1-[(diphenyl-tert-buty-silyl)oxymethyl]-1,2-dihydro-3H-benz[e] indole
المردود 96.0%

المتفاعلات

—
Cl
CC(C)(C)[Si](OCC1CN(S(C)(=O)=O)c2cc(OCc3ccccc3)ccc21)(c1ccccc1)c1ccccc1
( 1 )
CC(C)(C)[Si](OCC1CN(S(C)(=O)=O)c2cc(OCc3ccccc3)ccc21)(c1ccccc1)c1ccccc1
6-(Benzyloxy)-3-[(diphenyl-tert-butyl-silyl)oxymethyl]-1-(methylsulfonyl)-2,3 dihydro-1H-indole
CC(C)(C)OC(=O)N1CC(CO)c2c1cc(OCc1ccccc1)c1ccccc21
5-(Benzyloxy)-3-(tert-butyloxycarbonyl)-(hydroxymethyl)-1,2-dihydro-3H-benz[e) indole

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThis was synthesized essentially

الإجراء التجريبي

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).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05646298uspto-grants-1997_07