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Carbon Disulfide → 2-Thenyl (3S)-3-hydroxymethyl-1,2,3,4-tetrahydro-beta-carboline-2-carbodithioate

HRID 65051
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HRID 65051 반응식
[OH:1][CH2:2][C@@H:3]1[CH2:15][C:14]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[NH:7][C:6]=2[CH2:5][NH:4]1.[OH-].[Na+].[C:18](=[S:20])=[S:19].[C:21]1([CH2:26]Cl)[S:25][CH:24]=[CH:23][CH:22]=1>CO.C(O)C>[OH:1][CH2:2][C@@H:3]1[CH2:15][C:14]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[NH:7][C:6]=2[CH2:5][N:4]1[C:18]([S:20][CH2:26][C:21]1[S:25][CH:24]=[CH:23][CH:22]=1)=[S:19]
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 6348Carbon DisulfideHCID 14798Sodium HydroxideHCID 698302-(Chloromethyl)thiopheneHCID 13375506(3S)-3-hydroxymethyl-1,2,3,4-tetrahydro-beta-carboline

생성물 1

HCID 136876592-Thenyl (3S)-3-hydroxymethyl-1,2,3,4-tetrahydro-beta-carboline-2-carbodithioate수율 50%

시약·촉매·용매 2

HCID 702
Ethanol
용매
HCID 887Methanol용매

실험 절차

In the same manner as described in Example 8 by using (3S)-3-hydroxymethyl-1,2,3,4-tetrahydro-β-carboline (2.02 g), 2N NaOH (10 ml), CS2 (1.5 g), 2-Thenyl chloride (2.65 g), and 80% ethanol (50 ml), there is prepared the title compound (1.86 g, 50%) as white powder, [α]D20 +108.4° (c=1.0, methanol). NMR (CDCl3, δ): 4.84 (s, 2H, CSSCH2 -- ##STR8## Mass m/e: 374 (M+), 244 (M+ -- ##STR9##

출처 및 근거

ORD 기록
ord-05d2ece3443f4bf7b151e7c045d5cf27
출처 데이터셋
uspto-grants-1986_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04612317

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