Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Hydrochloric Acid → Methyl (S)-2-{(R)-2-(isoquinoline-6-sulfonamido)propylamino}-3-phenylpropanoate dihydrochloride
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Hydrochloric Acid | HCID 313 | — |
| 반응물 | Trifluoroacetic acid | HCID 6422 | — |
| 반응물 | L-Phenylalanine, methyl ester | HCID 736234 | — |
| 반응물 | Sodium cyanoborohydride | HCID 5003444 | — |
| 반응물 | tert-butyl N-((2R)-1-oxopropan-2-yl)carbamate | HCID 10910049 | — |
| 반응물 | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| 반응물 | Isoquinoline-6-sulfonyl chloride | HCID 55280287 | — |
| 용매 | Acetic Acid | HCID 176 | — |
| 용매 | Methanol | HCID 887 | — |
| 생성물 | Methyl (S)-2-{(R)-2-(isoquinoline-6-sulfonamido)propylamino}-3-phenylpropanoate dihydrochloride | HCID 131732007 | — |
반응 단계
Sodium cyanoborohydride (1.1 g) and acetic acid (0.75 mL) were added to a mixture of methyl (S)-2-amino-3-phenylpropanoate (2.72 g) and (R)-tert-butyl 1-oxopropan-2-ylcarbamate (1.97 g) in methanol to perform reductive amination (2.37 g, 46%). Next, deprotection and conversion to hydrochloride were performed (1.0 g, 45%) using trifluoroacetic acid and a 4 M hydrochloric acid-1,4-dioxane solution, followed by subjecting to condensation with isoquinoline-6-sulfonyl chloride prepared in Reference Example 1 (1.04 g, 75%). 28 mg of the title compound was obtained as a white solid (29%) with reference to the method of Step 3 of Example 1 using 80 mg of the obtained product.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08883792B2 |
| 출처 데이터셋 | uspto-grants-2014_11 |
| ORD ID | ord-7fa4342ce9dd47479ff1ba03801a5dde |
| 출처 메모 | uspto-grants-2014_11 |