反応 #64856

反応方程式

DCC HOBT

BOC-D-Ala

serinol

→

BOC-D-Ala-SerOH

反応条件

後処理

1. 1
   その他The crude reaction product
2. 2
   その他was purified by chromatography on a 1.7×24 cm column of BioSil A by successive elution with (A) 100 ml CHCl3, (B) 100 ml of 1% (v/v) MeOH/CHCl3, (C) 100 ml of 2% MeOH/CHCl3, (D) 100 ml of 4% MeOH/CHCl3, (E) 100 ml of 8% MeOH/CHCl3, and (F) 100 ml of 12% MeOH/CHCl3
3. 3
   濃縮concentrated to dryness on the rotary evaporator
4. 4
   ろ過filtered from the small amount of insoluble material
5. 5
   濃縮again concentrated to dryness
6. 6
   その他The residue was further dried under high vacuum

実験手順

BOC-D-Ala-SerOH was prepared on a 1.0 mMol-scale by the DCC-HOBT mediated condensation of BOC-D-Ala and serinol following the procedure described in Example 21. The crude reaction product was purified by chromatography on a 1.7×24 cm column of BioSil A by successive elution with (A) 100 ml CHCl3, (B) 100 ml of 1% (v/v) MeOH/CHCl3, (C) 100 ml of 2% MeOH/CHCl3, (D) 100 ml of 4% MeOH/CHCl3, (E) 100 ml of 8% MeOH/CHCl3, and (F) 100 ml of 12% MeOH/CHCl3. The appropriate column fractions were combined and concentrated to dryness on the rotary evaporator. The oily residue was then taken up in 10 ml of CH2Cl2, filtered from the small amount of insoluble material, and again concentrated to dryness. The residue was further dried under high vacuum to yield 168 mg (68%) of product as a colorless viscous oil.

出典