HuagongsheHuagongshe Chemistry Print Report · For research reference only
Glycine tert-butyl ester hydrochloride → HCID 68505688, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Glycine tert-butyl ester hydrochloride | HCID 2725036 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 86604965 | HCID 86604965 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 68505688 | HCID 68505688 | — |
Reaction Steps
To a solution of methyl 3-cyclohexyl-1-(2,2-dimethoxyethyl)-2-(2-formylphenyl)-1H-indole-6-carboxylate (prepared as described in Example 20, Step 2) in DCE (0.09 M), tert-butyl glycinate hydrochloride salt (1.5 eq) was added followed by NaBH(OAc)3 (3 eq). The solution was stirred at RT for 2 days. The reaction was quenched with aqueous NaHCO3 and extracted with EtOAc (×2). The combined organic phases were washed with brine, dried (Na2SO4), filtered and concentrated in vacuo to give the title compound as a viscous oil (quantitative); MS (ES+) m/z 565 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07795247B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-3de4045243734f5a837acfd41a018c62 |
| Source note | uspto-grants-2010_09 |