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Ammonia → HCID 135427937, 화합물

HRID 333669
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HRID 333669 반응식
[NH2:1][C:2]1[NH:3][C:4](=[O:46])[C:5]2[S:10][C:9](=[O:11])[N:8]([C@@H:12]3[O:34][C@H:33]([CH2:35][O:36]C(=O)C4C=CC=CC=4)[C@@H:23]([O:24]C(=O)C4C=CC=CC=4)[C@@:13]3([CH3:45])[O:14]C(=O)C3C=CC=CC=3)[C:6]=2[N:7]=1.N>CO>[NH2:1][C:2]1[NH:3][C:4](=[O:46])[C:5]2[S:10][C:9](=[O:11])[N:8]([C@@H:12]3[O:34][C@H:33]([CH2:35][OH:36])[C@@H:23]([OH:24])[C@@:13]3([CH3:45])[OH:14])[C:6]=2[N:7]=1
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참가 물질

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반응물 2

HCID 222AmmoniaHCID 1361316075-Amino-3-(2',3',5'-tri-O-benzoyl-2'-C-methyl-beta-D-ribofuranosyl)-3H,6H-thiazolo[4,5-d]pyrimidine-2,7-dione

생성물 1

HCID 135427937HCID 135427937, 화합물수율 34%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of nucleoside triester 119 (209 mg, 0.325 mmol) and MeOH (10 mL) saturated with NH3 (g) at −30° C. was stirred in a sealed tube for 48 h. The mixture was warmed to rt, depressurized, concentrated then submitted to HPLC purification (MeCN—H2O), affording 36 mg (34%) of the title compound as a white solid after lyophilization: 1H (400 MHz, DMSO-d6) δ 11.18 (s, 1H), 6.92 (br s, 2H), 5.95 (s, 1H), 5.18-5.28 (br m, 1H), 4.75 (br s, 1H), 4.53 (dd, J=11.3, 5.46, 1H), 3.95 (br s, 1H), 3.73-3.78 (m, 1H), 3.29 (br s, 2H), 1.04 (s, 3H); [M+H]+ m/z 331.

후처리

  1. concentrationconcentrated
  2. customthen submitted to HPLC purification (MeCN—H2O)

출처 및 근거

ORD 기록
ord-18541b0cfcf14f23ba1cfa2e6b895ec1
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08883758B2

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