반응 #541614

ord-117b97f8e8ef46afb195efb6b8e752ec

반응 방정식

CCOC(=O)C1CC2(CCN(C(=O)OC(C)(C)C)CC2)CN1
8-(1,1-dimethylethyl) 3-ethyl 2,8-diazaspiro[4.5]decane-3,8-dicarboxylate
CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[P-](F)(F)(F)(F)F
HATU
COC(=O)N[C@H](C(=O)O)C(C)C
N-[(methyloxy)carbonyl]-L-valine
CCN(C(C)C)C(C)C
Hunig's base
CCOC(=O)C1CC2(CCN(C(=O)OC(C)(C)C)CC2)CN1C(=O)[C@@H](NC(=O)OC)C(C)C
title compound
수율 55.5%
CCOC(=O)C1CC2(CCN(C(=O)OC(C)(C)C)CC2)CN1C(=O)[C@@H](NC(=O)OC)C(C)C
8-(1,1-dimethylethyl) 3-ethyl 2-{N-[(methyloxy)carbonyl]-L-valyl}-2,8-diazaspiro[4.5]decane-3,8-dicarboxylate
수율 55.5%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    농축The reaction was concentrated in vacuo
  2. 2
    기타purified by silica gel chromatography
  3. 3
    세척eluting with 15-80% hexanes/EtOAc

실험 절차

To a solution of 8-(1,1-dimethylethyl) 3-ethyl 2,8-diazaspiro[4.5]decane-3,8-dicarboxylate (131) (150 mg, 0.48 mmol), HATU (183 mg, 0.48 mmol) and N-[(methyloxy)carbonyl]-L-valine (93 mg, 0.53 mmol) in anhydrous CH2Cl2 (4 mL) was added Hunig's base (0.17 mL, 0.96 mmol) and the reaction stirred at room temperature under nitrogen for 2 h. The reaction was concentrated in vacuo and purified by silica gel chromatography eluting with 15-80% hexanes/EtOAc to afford the title compound as a pale yellow oil (125 mg, 55% yield).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08492554B2uspto-grants-2013_07