تفاعل #521664

ord-7abee15dbd47486ab30ddc7e6eec07af

معادلة التفاعل

CC(C)C[C@@H](C=O)NC(=O)OC(C)(C)C
BOC-leucinal
[BH4-].[Na+]
sodium borohydride
CC(C)C[C@@H](CO)NC(=O)OC(C)(C)C
BOC-leucinol
المردود 76.7%

المتفاعلات

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe methanol was removed in vacuo
  2. 2
    استخلاصextracted with ether (3×)
  3. 3
    غسيلThe combined ethereal extracts were washed with saturated NaCl (aq) (2×)
  4. 4
    تجفيفdried over MgSO4
  5. 5
    ترشيحfiltered

الإجراء التجريبي

To a solution of BOC-leucinal (168 mg, 0.780 mmol) in methanol (2 ml) cooled to 0° C., was added sodium borohydride (30 mg, 0.780 mmol). After stirring 15 min, the reaction was complete by TLC. The methanol was removed in vacuo and the resulting residue slurried with water and extracted with ether (3×). The combined ethereal extracts were washed with saturated NaCl (aq) (2×), dried over MgSO4, and filtered. The filtrate was stripped to dryness in vacuo to give 130 mg of BOC-leucinol as a colorless oil with properties identical to those described above in Example 1, Step A.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04397786uspto-grants-1983_08