Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2,2-Dimethoxypropane | HCID 6495 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | N-[(1,1-Dimethylethoxy)carbonyl]-5-hydroxy-D-norvaline phenylmethyl ester | HCID 53858440 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86699123 | HCID 86699123 | 74.1% |
Reaction Steps
To the solution of benzyl N-(tert-butoxycarbonyl)-5-hydroxy-D-norvalinate (Preparation 50, 3 g, 9.28 mmol) in THF (20 mL) was added 2,2-dimethoxypropane (12.07 mL, 92.8 mmol) and PPTS (catalytic amount), and the reaction was stirred for 5 hours at 60° C. The reaction mixture was poured into cold water and extracted with EtOAc. The organic layer was dried over Na2SO4 and concentrated under reduced pressure to afford the title compound (2.5 g, 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08927587B2 |
|---|
| Source dataset | uspto-grants-2015_01 |
|---|
| ORD ID | ord-30da09b249a5497b938d90ee3b006f1c |
|---|
| Source note | uspto-grants-2015_01 |
|---|
