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【结 构 式】

【分子编号】25300

【品名】tert-butyl (1R)-1-benzyl-2-hydroxyethyl(methyl)carbamate

【CA登记号】

【 分 子 式 】C15H23NO3

【 分 子 量 】265.35256

【元素组成】C 67.9% H 8.74% N 5.28% O 18.09%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(I)

N-Boc-N-Methyl-D-phenylalaninol (I) was oxidized to aldehyde (II) using SO3-pyridine complex. Reductive amination of (II) with benzylamine to yield (III), followed by hydrogenolytic debenzylation then furnished the monoprotected diamine (IV). This was condensed with methanesulfonyl chloride to yield sulfonamide (V). After deprotection of the Boc group of (V) with trifluoroacetic acid, amine (VI) was coupled with N-Boc-N-methyl-D-naphthylalanine (VII) using EDC and HOAt. The resulting amide (VIII) was further deprotected with trifluoroacetic acid, and then coupled with 5-(tert-butoxycarbonyl)amino-5-methyl-2-hexenoic acid (IX) to yield (X). Finally, acid deprotection of the Boc group of (X) furnished the target compound.

1 Hansen, B.S.; Peschke, B.; New growth hormone secretagogues: C-terminal modified sulfonamide-analogues of NN703. Bioorg Med Chem Lett 1999, 9, 9, 1295.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 25300 tert-butyl (1R)-1-benzyl-2-hydroxyethyl(methyl)carbamate C15H23NO3 详情 详情
(II) 25301 tert-butyl (1R)-1-benzyl-2-oxoethyl(methyl)carbamate C15H21NO3 详情 详情
(III) 25302 tert-butyl (1R)-1-benzyl-2-(benzylamino)ethyl(methyl)carbamate C22H30N2O2 详情 详情
(IV) 25303 tert-butyl (1R)-2-amino-1-benzylethyl(methyl)carbamate C15H24N2O2 详情 详情
(V) 25304 tert-butyl (1R)-1-benzyl-2-[(methylsulfonyl)amino]ethyl(methyl)carbamate C16H26N2O4S 详情 详情
(VI) 25305 N-[(2R)-2-(methylamino)-3-phenylpropyl]methanesulfonamide C11H18N2O2S 详情 详情
(VII) 22189 (2R)-2-[(tert-butoxycarbonyl)(methyl)amino]-3-(2-naphthyl)propionic acid 147577-61-5 C19H23NO4 详情 详情
(VIII) 25306 tert-butyl (1R)-2-[[(1R)-1-benzyl-2-[(methylsulfonyl)amino]ethyl](methyl)amino]-1-(2-naphthylmethyl)-2-oxoethyl(methyl)carbamate C30H39N3O5S 详情 详情
(IX) 22191 (E)-5-[(tert-butoxycarbonyl)amino]-5-methyl-2-hexenoic acid C12H21NO4 详情 详情
(X) 25307 tert-butyl (E,7R,10R)-10-benzyl-1,1,6,9-tetramethyl-7-(2-naphthylmethyl)-5,8,13,13-tetraoxo-13lambda(6)-thia-6,9,12-triaza-3-tetradecen-1-ylcarbamate C37H50N4O6S 详情 详情
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