HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propargyl alcohol → N-Desethyloxybutynin, (S)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propargyl alcohol | HCID 7859 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | (+-)-Cyclohexylphenylglycolic acid | HCID 97700 | — |
| Reactant | 1-Chloroethyl chloroformate | HCID 521305 | — |
| Reactant | Aroxybutynin | HCID 6098167 | — |
| Reactant | N-ethyl-N-(4-methoxybenzyl)aminobutynyl phenylcyclohexyl-glycolate | HCID 54413069 | — |
| Reactant | N-ethyl-N-(4-methoxybenzyl)aminobutynol | HCID 69648212 | — |
| Product | N-Desethyloxybutynin, (S)- | HCID 9945371 | — |
Reaction Steps
The method according to claim 1, wherein said single enantiomer of cyclohexylphenyl glycolic acid is the (S) enantiomer, said alkyl chloroformate is isobutylchloroformate, said sidechain propargyl alcohol derivative of formula (III) is N-ethyl-N-(4-methoxybenzyl)aminobutynol, and said single enantiomer of structure (II) is N-ethyl-N-(4-methoxybenzyl)aminobutynyl phenylcyclohexyl-glycolate, which is treated with α-chloroethyl carbonochloridate to provide (S)-4-ethylamino-2-butynyl phenylcyclohexylglycolate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06140529 |
| Source dataset | uspto-grants-2000_10 |
| ORD ID | ord-11bf3b40865d45ab89832788d86873e8 |
| Source note | uspto-grants-2000_10 |