تفاعل #75004

ord-d12b3c586e7f4196ac0a0810b72b08cc

معادلة التفاعل

[Na+].[OH-]
NaOH
CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC(=O)CCC(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C
cholesteryl hydrogen succinate
CCCCN(CCCC)CCCC
tributylamine
CC(C)COC(=O)Cl
isobutyl chloroformate
→
CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C
cholesterol

المتفاعلات

[Na+].[OH-]
NaOH
CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC(=O)CCC(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C
cholesteryl hydrogen succinate
CCCCN(CCCC)CCCC
tributylamine
CC(C)COC(=O)Cl
isobutyl chloroformate

الكواشف

لا شيء

المذيبات

C1COCCO1
Dioxane
O
water
C1COCCO1
p-dioxane

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe solution was cooled
  2. 2
    أخرىcold for 30 minutes
  3. 3
    workup.ADDITIONthe mixture was added in one portion to a stirred
  4. 4
    درجة الحرارةcooling
  5. 5
    أخرىThe material was then dialyzed against water

الإجراء التجريبي

20.25 Grams (41.8 mmoles) of cholesteryl hydrogen succinate (sold by Aldrich Chemicals) and 19.8 ml (83.4 mmoles) of tributylamine were dissolved in 540 ml of Dioxane. The solution was cooled and treated with 5.3 ml (5.7 g, 41.7 mmoles) of isobutyl chloroformate. The reaction was permitted to proceed in the cold for 30 minutes, and then the mixture was added in one portion to a stirred, cooled solution of 50.0 g (41.7 mmoles) of bovine serum albumin in 1100 ml of water, 750 ml of p-dioxane, and 50 ml of 1 N NaOH. Stirring and cooling was continued for 6 hours. The material was then dialyzed against water and lyophilized to yield a stable white powder useful as a cholesterol standard.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04175074uspto-grants-1979_11