反应 #619134

ord-fda5cea6886d4ba5b345308c99cb24d5

反应方程式

O
water
C[C@H]1CC[C@H](N(C(=O)Nc2ncc(C=O)s2)C2CCCCC2)CC1
1-cyclohexyl-3-(5-formyl-thiazol-2-yl)-1-(trans-4-methyl-cyclohexyl)-urea
[BH4-].[Na+]
sodium borohydride
C[C@H]1CC[C@H](N(C(=O)Nc2ncc(CO)s2)C2CCCCC2)CC1
trans-1-cyclohexyl-3-(5-hydroxymethyl-thiazol-2-yl)-1-(4-methyl-cyclohexyl)-urea

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    萃取The aqueous layer was extracted with ethyl acetate (2×20 mL)
  2. 2
    洗涤The organic layer was washed with water (2×20 mL), brine (1×20 mL)
  3. 3
    干燥dried (anhydrous Na2SO4)
  4. 4
    浓缩concentrated

实验过程

To a solution of 1-cyclohexyl-3-(5-formyl-thiazol-2-yl)-1-(trans-4-methyl-cyclohexyl)-urea (175 mg, 0.5 mmol) in MeOH (5 mL) was added sodium borohydride (38 mg, 1 mmol). The mixture was stirred at rt for 10 min and the solution was poured into water (25 mL). The aqueous layer was extracted with ethyl acetate (2×20 mL). The organic layer was washed with water (2×20 mL), brine (1×20 mL), dried (anhydrous Na2SO4) and concentrated to get trans-1-cyclohexyl-3-(5-hydroxymethyl-thiazol-2-yl)-1-(4-methyl-cyclohexyl)-urea in (90%, 158 mg) yield.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: USRE045183E1uspto-grants-2014_10