Benzylamine → (3S,4R,6S)-6-benzhydryl-4-benzylamino-tetrahydropyran-3-ol

반응식

[CH:1]([C@@H:14]1[CH2:20][C@H:19]2[C@H:17]([O:18]2)[CH2:16][O:15]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:21]([NH2:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[CH:1]([C@H:14]1[O:15][CH2:16][C@@H:17]([OH:18])[C@H:19]([NH:28][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH2:20]1)([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

반응물 2

HCID 7504Benzylamine

HCID 86605349HCID 86605349, 화합물

생성물 1

HCID 11257315(3S,4R,6S)-6-benzhydryl-4-benzylamino-tetrahydropyran-3-ol수율 86%

실험 절차

(1R,4S,6S)-4-benzhydryl-3,7-dioxa-bicyclo[4.1.0]heptane 28b (0.03 g, 0.09 mmol) reacted with benzylamine (0.20 g, 1.88 mmol) (Procedure E) to yield (3S,4R,6S)-6-benzhydryl-4-benzylamino-tetrahydropyran-3-ol, (−)-29h, 0.03 g (Yield; 86%), [α]D=(−)70.6, c=1, MeOH).

출처 및 근거

ORD 기록: ord-2c4e75be191549ae8a4a6cd49bd4bfdb
출처 데이터셋: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08519159B2

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