HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → (3S,4R)-3-Formyl-4-({isopropyl-[1-(3-methoxy-propyl)-3-methyl-1H-indole-6-carbonyl]-amino}-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Acetonitrile--water (1/1) | HCID 18373917 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | (3S,4R)-3-Hydroxymethyl-4-({isopropyl-[1-(3-methoxy-propyl)-3-methyl-1H-indole-6-carbonyl]-amino}-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 68616183 | — |
| Solvent | Water | HCID 962 | — |
| Product | (3S,4R)-3-Formyl-4-({isopropyl-[1-(3-methoxy-propyl)-3-methyl-1H-indole-6-carbonyl]-amino}-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 86622388 | — |
Reaction Steps
The title compound is prepared analogously as described for the title compound under I in Scheme 5 from (3S,4R)-3-hydroxymethyl-4-({isopropyl-[1-(3-methoxy-propyl)-3-methyl-1H-indole-6-carbonyl]-amino}-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester. TLC, Rf (CH2Cl2/MeOH 95:5)=0.6. tR (HPLC, C18 column, 5-100% CH3CN/H2O/6 min, 100% CH3CN/2 min, CH3CN and H2O containing 0.1% TFA, flow: 1 mL/min): 5.11 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07807709B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-caa20b2fa9614ebaa4fbd49577de7db4 |
| Source note | uspto-grants-2010_10 |