Acetic Acid → (16S,18R)-29-cyclohexyl-10,17-dimethyl-20-oxa-9-thia-1,8,10,13,17-pentaazahexacyclo[16.9.1.12,6.13,27.113,16.021,26]hentriaconta-2(31),3,5,21,23,25,27(29)-heptaen-7-one 9,9-dioxide

HRID 1669467ノート

反応式

HRID 1669467 の反応式
[CH:1]1([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([C:40]([NH:42][S:43]([N:46]([CH2:48]C(OC)OC)[CH3:47])(=[O:45])=[O:44])=[O:41])=[CH:12][C:13]=3[N:14]3[C:21]=2[C:20]2[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=2[O:18][CH2:17][C@H:16]([N:26]([CH3:39])[C@H:27]2[CH2:31][CH2:30][N:29]([C:32](OC(C)(C)C)=O)[CH2:28]2)[CH2:15]3)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CCN(CC)CC.[BH3-]C#N.[Na+].CC(O)=O>C(Cl)Cl.C(O)(C(F)(F)F)=O.CO>[CH:1]1([C:7]2[C:8]3[C:13]4=[CH:12][C:11](=[CH:10][CH:9]=3)[C:40](=[O:41])[NH:42][S:43](=[O:45])(=[O:44])[N:46]([CH3:47])[CH2:48][CH2:32][N:29]3[CH2:28][C@H:27]([CH2:31][CH2:30]3)[N:26]([CH3:39])[C@@H:16]3[CH2:15][N:14]4[C:21]=2[C:20]2[C:19]([O:18][CH2:17]3)=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

7

反応物 4

HCID 176Acetic AcidHCID 8471TriethylamineHCID 5003444Sodium cyanoborohydrideHCID 67344852tert-butyl (3S)-3-[{(7R)-14-cyclohexyl-11-[({[(2,2-dimethoxyethyl)(methyl)amino]sulfonyl}amino)carbonyl]-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocin-7-yl}(methyl)amino]pyrrolidine-1-carboxylate

生成物 1

HCID 86761385(16S,18R)-29-cyclohexyl-10,17-dimethyl-20-oxa-9-thia-1,8,10,13,17-pentaazahexacyclo[16.9.1.12,6.13,27.113,16.021,26]hentriaconta-2(31),3,5,21,23,25,27(29)-heptaen-7-one 9,9-dioxide

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 21863450Trifluoroacetic acid methylene chloride溶媒

実験手順

A 0.05M solution of tert-butyl (3S)-3-[{(7R)-14-cyclohexyl-11-[({[(2,2-dimethoxyethyl)(methyl)amino]sulfonyl}amino)carbonyl]-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocin-7-yl}(methyl)amino]pyrrolidine-1-carboxylate in DCM/TFA 3:1 was stirred at RT for 1.5 h. The residue obtained by evaporation was dissolved in MeOH, NEt3 (5 eq) was added, followed by NaCNBH3 (3 eq) and AcOH (10 eq) and the mixture was stirred for 4 h at RT.

後処理

  1. customThe residue obtained by evaporation

出典と根拠

ORDレコード
ord-1cc84b56808c48efb271c37c8d7bef2e
出典データセット
uspto-grants-2011_08
特許番号
US07989438B2

反応ノート

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