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Trifluoroacetic acid → Z-Phe-Ser(OCH2C6H5)-Ala-OCH3
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Trifluoroacetic acid | HCID 6422 | — |
| 反応物 | Benzyloxycarbonyl-L-phenylalanine | HCID 70878 | — |
| 反応物 | L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)- | HCID 90234 | — |
| 反応物 | Alanine methyl ester hydrochloride | HCID 2733257 | — |
| 反応物 | Boc-Ser(OCH2C6H5)-Ala-OCH3 | HCID 54537467 | — |
| 反応物 | H-Ser(OCH2C6H5)-Ala-OCH3 trifluoroacetate | HCID 131715028 | — |
| 生成物 | Z-Phe-Ser(OCH2C6H5)-Ala-OCH3 | HCID 131715027 | 74% |
反応手順
First, Boc-Ser(OCH2C6H5)-OH (4.93 g, 16.7 mmol) was coupled to H-Ala-OCH3.HCl (2.80 g, 20.0 mmol) by a mixed anhydride procedure to yield an oil, 6.1 g. Boc-Ser(OCH2C6H5)-Ala-OCH3 was then deblocked with trifluoroacetic acid, and the resulting product, H-Ser(OCH2C6H5)-Ala-OCH3 trifluoroacetate (6.15 g, 15.6 mmol), was coupled to Z-Phe-OH (3.89 g, 13.0 mmol) using a mixed anhydride procedure. This product was crystallized from ethyl acetate to yield 5.4 g of Z-Phe-Ser(OCH2C6H5)-Ala-OCH3 (m.p. 158°-159°).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04644055 |
| 出典データセット | uspto-grants-1987_02 |
| ORD ID | ord-855efd086c324e4189391e3f005dbaac |
| 出典メモ | uspto-grants-1987_02 |