Triphenylphosphine → Tert-Butyl N-[2-(3-benzyloxycarbonylaminopropoxy)biphenyl-4-ylmethyl]carbamate

HRID 1713292

반응식

HRID 1713292 반응식
[OH:1][C:2]1[CH:7]=[C:6]([CH2:8][NH:9][C:10](=[O:16])[O:11][C:12]([CH3:15])([CH3:14])[CH3:13])[CH:5]=[CH:4][C:3]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.O[CH2:24][CH2:25][CH2:26][NH:27][C:28](=[O:37])[O:29][CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>O1CCCC1>[CH2:30]([O:29][C:28]([NH:27][CH2:26][CH2:25][CH2:24][O:1][C:2]1[CH:7]=[C:6]([CH2:8][NH:9][C:10](=[O:16])[O:11][C:12]([CH3:15])([CH3:14])[CH3:13])[CH:5]=[CH:4][C:3]=1[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)=[O:37])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 562256Benzyl N-(3-hydroxypropyl)carbamateHCID 67453582Tert-Butyl N-(2-hydroxybiphenyl-4-ylmethyl)carbamate

생성물 1

HCID 67457115Tert-Butyl N-[2-(3-benzyloxycarbonylaminopropoxy)biphenyl-4-ylmethyl]carbamate수율 152.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of tert-butyl N-(2-hydroxybiphenyl-4-yl-methyl)carbamate (0.30 g), benzyl N-(3-hydroxypropyl)-carbamate (0.273 g) and triphenylphosphine (0.342 g) in tetrahydrofuran (4.0 mL) was stirred at 50° C. for 30 minutes. Then diisopropyl azodicarboxylate (40% toluene solution, 0.701 mL) was added dropwise, and the resulting mixture was stirred at50° C. for 3 hours. The reaction mixture was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: hexane/ethylacetate=3/1) to give the title compound (0.750 g).

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customThe residue was purified by column chromatography on silica gel (eluent: hexane/ethylacetate=3/1)

출처 및 근거

ORD 기록
ord-d2e19c9c79264a09aa6ea041261e475a
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07795236B2

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