（4S，5R）-3，3a，8，8a-四氢茚并[1,2-d]-1,2,3-氧杂噻唑-2,2-二氧化物-3-羧酸叔丁酯 | 1091606-66-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 中文名称: （4S，5R）-3，3a，8，8a-四氢茚并[1,2-d]-1,2,3-氧杂噻唑-2,2-二氧化物-3-羧酸叔丁酯
• 英文名称: (3aS,8aR)-8,8a-dihydro-indeno[1,2-d]-1,2,3-oxathiazole-3(3H)-carboxylic acid 1,1-dimethylethyl ester 2,2-dioxide
• 英文别名: tert-Butyl (3aS,8aR)-8,8a-dihydroindeno[1,2-d][1,2,3]oxathiazole-3(3aH)-carboxylate 2,2-dioxide；tert-butyl (3aR,8bS)-2,2-dioxo-4,8b-dihydro-3aH-indeno[1,2-d]oxathiazole-1-carboxylate
• CAS: 1091606-66-4
• 化学式: C₁₄H₁₇NO₅S
• 分子量: 311.359
• InChiKey: HKPQLZKNLFNSFK-NEPJUHHUSA-N

物化性质

• 熔点：
  139.0-140.2 °C
• 沸点：
  415.7±55.0 °C(Predicted)
• 密度：
  1.361±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  81.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  （4S，5R）-3，3a，8，8a-四氢茚并[1,2-d]-1,2,3-氧杂噻唑-2,2-二氧化物-3-羧酸叔丁酯 、 potassium diphenylphosphine 在 硫酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 tert-butyl N-[(1S,2S)-2-diphenylphosphanyl-2,3-dihydro-1H-inden-1-yl]carbamate
  参考文献：
  名称：

  Synthesis of Chiral Aminophosphines from Chiral Aminoalcohols via Cyclic Sulfamidates

  摘要：

  Protic aminophosphines with multiple chiral centers were synthesized in good yields and high purity by the nucleophilic ring-opening of N-protected cyclic sulfamidates with metal phosphides, followed by hydrolysis and deprotection. This synthetic approach is clean, scalable, and high yielding. The method provides an efficient alternative route for the synthesis of chiral aminophosphines.

  DOI：

  10.1021/jo902302c
• 作为产物：
  描述：

  C₁₄H₁₇NO₄S 在 sodium periodate 、 ruthenium(III) chloride trihydrate 作用下， 以 乙腈 为溶剂， 以53.4 g的产率得到（4S，5R）-3，3a，8，8a-四氢茚并[1,2-d]-1,2,3-氧杂噻唑-2,2-二氧化物-3-羧酸叔丁酯
  参考文献：
  名称：

  Synthesis of Chiral Aminophosphines from Chiral Aminoalcohols via Cyclic Sulfamidates

  摘要：

  Protic aminophosphines with multiple chiral centers were synthesized in good yields and high purity by the nucleophilic ring-opening of N-protected cyclic sulfamidates with metal phosphides, followed by hydrolysis and deprotection. This synthetic approach is clean, scalable, and high yielding. The method provides an efficient alternative route for the synthesis of chiral aminophosphines.

  DOI：

  10.1021/jo902302c

文献信息

• METHOD FOR THE PREPARATION OF AMINOPHOSPHINE LIGANDS AND THEIR USE IN METAL CATALYSTS
  申请人：Abdur-Rashid Kamaluddin

  公开号：US20100204514A1

  公开（公告）日：2010-08-12

  The present application is directed to i) a method for synthesizing aminophosphine (P,N) and phosphine-aminophosphine (P,N,P) ligands, ii) the use of such ligands in the preparation of metal complexes as hydrogenation catalysts, and iii) aminophosphine (P,N) and phosphine-aminophosphine (P,N,P) ligands of various structures. In particular, the methods in i) involve reacting a protected tertiary amine of formula (I) with a metal phosphide of the formula Y—PR8R9 to afford an aminophosphine of formula (II), which can then be optionally further reacted with a phosphine of the formula (III) to afford the phosphine-aminophosphine of formula (IV).
• US8658825B2
  申请人：——

  公开号：US8658825B2

  公开（公告）日：2014-02-25
• [EN] METHOD FOR THE PREPARATION OF AMINOPHOSPHINE LIGANDS AND THEIR USE IN METAL CATALYSTS<br/>[FR] PROCÉDÉ D'OBTENTION DE LIGANDS DE TYPE AMINOPHOSPHINE ET LEUR UTILISATION COMME CATALYSEURS MÉTALLIQUES
  申请人：KANATA CHEMICAL TECHNOLOGIES I

  公开号：WO2008148202A1

  公开（公告）日：2008-12-11

  (EN) The present application is directed to i) a method for synthesizing aminophosphine (P,N) and phosphine-aminophosphine (P,N,P) ligands, ii) the use of such ligands in the preparation of metal complexes as hydrogenation catalysts, and iii) aminophosphine (P,N) and phosphine-aminophosphine (P,N,P) ligands of various structures. In particular, the methods in i) involve reacting a protected tertiary amine of formula (I) with a metal phosphide of the formula Y-PR8R9 to afford an aminophosphine of formula (II), which can then be optionally further reacted with a phosphine of the formula (III) to afford the phosphine-aminophosphine of formula (IV).(FR) La présente invention concerne (i) un procédé en deux opérations de synthèse de ligands phoshine-aminophosphine (P,N,P), (i) l'utilisation de tels ligands pour l'obtention de complexes métalliques tels que des catalyseurs d'oxygénation, et (iii) des ligands aminophosphine (P,N) et phosphine-aminophosphine (P,N,P) de structures diverses. Plus particulièrement, ce procédé en deux opérations de (i) consiste à faire réagir une amine tertiaire protégée de formule (1) avec un phosphure de métal représenté par la formule Y-PR8R9 pour l'obtention d'une aminophosphine de formule (II), laquelle est ensuite mise en réaction avec un phosphine de formule (III) pour l'obtention d'une phosphine-aminophosphine de formule (IV).