تفاعل #1533195

ord-7f7aa863048e45e3b65af8fca9b1fad0

معادلة التفاعل

COC[C@H]1OC(=O)c2coc3c2[C@@]1(C)C1=C(C3=O)[C@@H]2CC[C@H](O)[C@@]2(C)C[C@H]1OC(C)=O
17-hydroxywortmannin
CCNCCN(CC)CC
N,N-Diethyl-N′-ethyl-ethane-1,2-diamine
→
CCN(C=C1C(=O)OC(COC)C2(C)C1=C(O)C(=O)C1=C2C(OC(C)=O)CC2(C)C(O)CCC12)CCN(CC)CC
product
CCN(C=C1C(=O)OC(COC)C2(C)C1=C(O)C(=O)C1=C2C(OC(C)=O)CC2(C)C(O)CCC12)CCN(CC)CC
Acetic acid 4-{[(2-diethylamino-ethyl)-ethyl-amino]-methylene}-6,17-dihydroxy-1-methoxymethyl-10,13-dimethyl-3,7-dioxo-1,3,4,7,10,11,12,13,14,15,16,17-dodecahydro-2-oxa-cyclopenta[a]phenanthren-11-yl ester

المتفاعلات

COC[C@H]1OC(=O)c2coc3c2[C@@]1(C)C1=C(C3=O)[C@@H]2CC[C@H](O)[C@@]2(C)C[C@H]1OC(C)=O
17-hydroxywortmannin
CCNCCN(CC)CC
N,N-Diethyl-N′-ethyl-ethane-1,2-diamine

الكواشف

لا شيء

المذيبات

ClCCl
CH2Cl2

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    تركيزconcentrated in vacuo
  2. 2
    workup.DISSOLUTIONThe residue is dissolved in EtOAc
  3. 3
    أخرىprecipitated with hexane
  4. 4
    غسيلThe precipitate is washed two times with hexane

الإجراء التجريبي

To a solution of 100 mg (0.23 mmol) 17-hydroxywortmannin in 2 mL CH2Cl2 is added N,N-Diethyl-N′-ethyl-ethane-1,2-diamine (50 μL). The reaction mixture is stirred at room temperature for 12 hours and then concentrated in vacuo. The residue is dissolved in EtOAc and precipitated with hexane. The precipitate is washed two times with hexane to give the product as a yellow solid. MS (ESI) m/z 575 (M+H).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07666901B2uspto-grants-2010_02