HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → (16S,18R)-29-cyclohexyl-10,17-dimethyl-20-oxa-9-thia-1,8,10,13,17-pentaazahexacyclo[16.9.1.12,6.13,27.113,16.021,26]hentriaconta-2(31),3,5,21,23,25,27(29)-heptaen-7-one 9,9-dioxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | tert-butyl (3S)-3-[{(7R)-14-cyclohexyl-11-[({[(2,2-dimethoxyethyl)(methyl)amino]sulfonyl}amino)carbonyl]-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocin-7-yl}(methyl)amino]pyrrolidine-1-carboxylate | HCID 67344852 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Trifluoroacetic acid methylene chloride | HCID 21863450 | — |
| Product | (16S,18R)-29-cyclohexyl-10,17-dimethyl-20-oxa-9-thia-1,8,10,13,17-pentaazahexacyclo[16.9.1.12,6.13,27.113,16.021,26]hentriaconta-2(31),3,5,21,23,25,27(29)-heptaen-7-one 9,9-dioxide | HCID 86761385 | — |
Reaction Steps
A 0.05M solution of tert-butyl (3S)-3-[{(7R)-14-cyclohexyl-11-[({[(2,2-dimethoxyethyl)(methyl)amino]sulfonyl}amino)carbonyl]-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocin-7-yl}(methyl)amino]pyrrolidine-1-carboxylate in DCM/TFA 3:1 was stirred at RT for 1.5 h. The residue obtained by evaporation was dissolved in MeOH, NEt3 (5 eq) was added, followed by NaCNBH3 (3 eq) and AcOH (10 eq) and the mixture was stirred for 4 h at RT.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07989438B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-1cc84b56808c48efb271c37c8d7bef2e |
| Source note | uspto-grants-2011_08 |