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【结 构 式】

【分子编号】40163

【品名】potassium (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenoxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

【CA登记号】132-98-9

【 分 子 式 】C16H17KN2O5S

【 分 子 量 】388.48576

【元素组成】C 49.47% H 4.41% K 10.06% N 7.21% O 20.59% S 8.25%

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)

The esterification of potassium phenoxymethylpenicillanate (I) with chloromethyl methyl ether (A) in methylene chloride-THF gives the methoxymethyl ester of penicilline V (II), which is then treated with dimethylaniline (B) in CH2Cl2 to afford methoxymethyl 6-aminopenicillanate (III). Finally, this product is condensed with phenylglycyl chloride (C) hydrochloride and acetone (D) by means of NaOH.

1 Sleezer, P.D.; Johnson, D.A. (Bristol-Myers Squibb Co.); Antibacterial agents. DE 2244915; ES 406644; FR 2154488; GB 1400584; JP 48036186 .
2 Playle, A.C.; Castaner, J.; Sarpicillin. Drugs Fut 1977, 2, 7, 478.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(B) 17036 N,N-dimethyl-N-phenylamine; N,N-dimethylbenzenamine; N,N-dimethylaniline 121-69-7 C8H11N 详情 详情
(A) 18319 Chloro(methoxy)methane; Chloromethyl methyl ether 107-30-2 C2H5ClO 详情 详情
(D) 23199 2-Propanone; Acetone; beta-ketopropane; chevron acetone;propan-2-one; Dimethyl formaldehyde; Dimethyl ketone; dimethylketal; Ketone propane; Methyl ketone; Propanone; Pyroacetic acid; Pyroacetic ether 67-64-1 C3H6O 详情 详情
(I) 40163 potassium (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenoxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 132-98-9 C16H17KN2O5S 详情 详情
(II) 40164 methoxymethyl (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenoxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate C18H22N2O6S 详情 详情
(III) 40165 methoxymethyl (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate C10H16N2O4S 详情 详情
(IV) 40166 methoxymethyl (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylethanoyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate C18H23N3O5S 详情 详情
(C) 40055 (2R)-2-amino-2-phenylethanoyl chloride C8H8ClNO 详情 详情
Extended Information