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Water → HCID 9860587, 화합물

HRID 276975
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HRID 276975 반응식
O=[CH:2][C:3]1[CH:11]=[CH:10][C:8]([OH:9])=[C:5]([O:6][CH3:7])[CH:4]=1.Cl.[CH2:13]([O:15][C:16](=[O:21])[C@H:17]([CH2:19][SH:20])[NH2:18])[CH3:14].C(N(C(C)C)C(C)C)C.O>C(O)C>[OH:9][C:8]1[CH:10]=[CH:11][C:3]([CH:2]2[NH:18][CH:17]([C:16]([O:15][CH2:13][CH3:14])=[O:21])[CH2:19][S:20]2)=[CH:4][C:5]=1[O:6][CH3:7]
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참가 물질

6

반응물 4

HCID 962WaterHCID 1183VanillinHCID 81531DiisopropylethylamineHCID 2723617Ethyl cysteinate hydrochloride

생성물 1

HCID 9860587HCID 9860587, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

To a solution of 1.52 g (10 mM) of vanillin (4-hydroxy-3-methoxybenzaldehyde) in 20 mL of absolute ethanol was added a solution of 1.85 g (10 mM) L-cysteine ethyl ester hydrochloride in 15 mL absolute ethanol, containing 1.7 mL (10 mM) of N-ethyldiisopropylamine. The reaction mixture was stirred at room temperature for about six hrs, until no starting material was present when monitored by thin layer chromatography (TLC). After adding 200 mL of water with stirring, the white precipitate was filtered, washed with 2×50 mL water, and vacuum dried. Yield 1.9 g (67%) of 1. 1H NMR (DMSO-d6; ˜1:1 diastereoisomeric mixture at C2)δ (1.22 m, 3H); (3.01 m and 3.15 m, 1H); (3.33 m, 2H); (3.75 s and 3.77 s, 3H); (4.15 m, and 4.38 bs, 2H); (5.40 d and 5.49 d, 1H); 6.79-6.73 m, 2H); 6.83-6.89 m 1H); (7.02 d and 7.12d, 1H); (8.99 s and 9.05 s, 1H). Mass analysis: Calculated for C13H17NO4S:284 [M+H]+. Found: 284.

후처리

  1. stirringwith stirring
  2. filtrationthe white precipitate was filtered
  3. washwashed with 2×50 mL water, and vacuum
  4. customdried
  5. custom1H NMR (DMSO-d6; ˜1:1 diastereoisomeric mixture at C2)δ (1.22 m, 3H); (3.01 m and 3.15 m, 1H); (3.33 m, 2H); (3.75 s and 3.77 s, 3H); (4.15 m, and 4.38 bs, 2H); (5.40 d and 5.49 d, 1H); 6.79-6.73 m, 2H)
  6. custom(7.02 d and 7.12d, 1H)
  7. custom(8.99 s and 9.05 s, 1H)

출처 및 근거

ORD 기록
ord-a3d0859a7b43412c9c77d49bf177ff59
출처 데이터셋
uspto-grants-2002_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06355661B1

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