Ethyl Acetate → tert-butyl 2(R)-[(3,4-methylendioxybenzyl)-(2,6-dimethyl-4-methoxybenzenesulfonyl)amino]-3-methanesulfonylamino-propionate

To a mixture of tert-butyl 2(R)-[(3,4-methylendioxybenzyl)-(2,6-dimethyl-4-methoxybenzenesulfonyl)amino]-3-amino-propionate (1.02 g, 2.0 mmol), with trimethylsilyl cyanide (0.7 ml, 5.2 mmol) in dry acetonitrile (15 ml) was added methanesulfonyl chloride (0.18 ml, 2.3 mmol) and the material was stirred overnight. Ethyl acetate (80 ml) was added and the material was partitioned with aqueous hydrochloric acid (1.5%, 80 ml). The organic phase was collected and washed with an equal volume of brine. The aqueous phases were back extracted with ethyl acetate (2×80 ml) and the organic phases combined, dried (MgSO4), filtered and condensed to provide tert-butyl 2(R)-[(3,4-methylendioxybenzyl)-(2,6-dimethyl-4-methoxybenzenesulfonyl)amino]-3-methanesulfonylamino-propionate as a pale yellow semi-viscous oil (1.4 g).

1. customthe material was partitioned with aqueous hydrochloric acid (1.5%, 80 ml)
2. customThe organic phase was collected
3. washwashed with an equal volume of brine
4. extractionThe aqueous phases were back extracted with ethyl acetate (2×80 ml)
5. dry with materialdried (MgSO4)
6. filtrationfiltered
7. customcondensed

ORDレコード

ord-ffec916139214d25a63f30bb204d97bc

出典データセット

uspto-grants-2005_01

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06844366B2