(S)-4-((S)-2-Hydroxy-1-methyl-ethylamino)-2-methylene-4-phenyl-butyric acid tert-butyl ester | 142229-45-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (S)-4-((S)-2-Hydroxy-1-methyl-ethylamino)-2-methylene-4-phenyl-butyric acid tert-butyl ester
• CAS: 142229-45-6
• 化学式: C₁₈H₂₇NO₃
• 分子量: 305.417
• InChiKey: OKVVOELEZWOZIO-HOCLYGCPSA-N

反应信息

• 作为反应物：
  描述：

  (S)-4-((S)-2-Hydroxy-1-methyl-ethylamino)-2-methylene-4-phenyl-butyric acid tert-butyl ester 在 盐酸 作用下， 以 硝基甲烷 为溶剂， 以58%的产率得到(S)-4-((S)-2-Hydroxy-1-methyl-ethylamino)-2-methylene-4-phenyl-butyric acid
  参考文献：
  名称：

  Stereocontrolled preparation of chiral secondary α-methylene γ-lactams by addition of organozinc reagents derived from 2-(bromomethy])acrylates to imines using β-aminoalcohols as chiral auxiliaries.

  摘要：

  Stereocontrolled addition of isolated organozinc reagents 1, prepared from 2-(bromomethyl)acrylates to imines, can be achieved with d.e. approximately 100% using beta-amino alcohols as chiral auxiliaries. High yields of pure R or S secondary alpha-methylene gamma-lactams can be prepared after a three step elimination of the chiral auxiliary (chloration, dehydrochloration of the resulting beta-chloroamine, acid hydrolysis of enamide).

  DOI：

  10.1016/s0957-4166(00)80253-0
• 作为产物：
  描述：

  (S)-2-{[1-Phenyl-meth-(E)-ylidene]-amino}-propan-1-ol 、 以77%的产率得到(S)-4-((S)-2-Hydroxy-1-methyl-ethylamino)-2-methylene-4-phenyl-butyric acid tert-butyl ester
  参考文献：
  名称：

  Stereocontrolled preparation of chiral secondary α-methylene γ-lactams by addition of organozinc reagents derived from 2-(bromomethy])acrylates to imines using β-aminoalcohols as chiral auxiliaries.

  摘要：

  Stereocontrolled addition of isolated organozinc reagents 1, prepared from 2-(bromomethyl)acrylates to imines, can be achieved with d.e. approximately 100% using beta-amino alcohols as chiral auxiliaries. High yields of pure R or S secondary alpha-methylene gamma-lactams can be prepared after a three step elimination of the chiral auxiliary (chloration, dehydrochloration of the resulting beta-chloroamine, acid hydrolysis of enamide).

  DOI：

  10.1016/s0957-4166(00)80253-0