참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 4-Methylmorpholine | HCID 7972 | — |
| 반응물 | Isobutyl chloroformate | HCID 62365 | — |
| 반응물 | (4S)-4-{[(benzyloxy)carbonyl]amino}-5-methoxy-5-oxopentanoic acid | HCID 2733408 | — |
| 반응물 | Sodium borohydride | HCID 4311764 | — |
| 용매 | Methanol | HCID 887 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | N-Cbz-5-hydroxy-L-norvaline methyl ester | HCID 10588891 | 105% |
반응 단계
To a cold (−15° C.) solution of Cbz-Glu-OMe (1.5 g) in THF (70 mL) was added N-methylmorpholine (0.616 mL) followed by isobutyl chloroformate (0.731 mL) dropwise. After 30 min stirring at −15° C., NaBH4 (576 mg) was added, followed MeOH dropwise. The reaction mixture was stirred at −10° C. for 15 min and quenched by the addition of 1M KHSO4 solution. The mixture was extracted with EA. The org. phase was washed with water, dried (Na2SO4) and evaporated off to give the crude product as a colourless oil (1.5 g).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08058263B2 |
|---|
| 출처 데이터셋 | uspto-grants-2011_11 |
|---|
| ORD ID | ord-4f1ce3f10b7442eba7e321d9768f01b5 |
|---|
| 출처 메모 | uspto-grants-2011_11 |
|---|
