tert-butyl 3-((2R)-2-(3-((S)-2-(benzyloxycarbonylamino)-3-(tert-butoxycarbonylamino)propanamido)-4-((dimethylamino)methyl)benzamido)-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)ethyl)-2-methoxybenzoate → tert-butyl 3-((2R)-2-(3-((S)-2-amino-3-(tert-butoxycarbonylamino)propanamido)-4-((dimethylamino)methyl)benzamido)-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)ethyl)-2-methoxybenzoate

HRID 576615ノート

反応式

HRID 576615 の反応式
C(OC([NH:11][C@@H:12]([CH2:59][NH:60][C:61]([O:63][C:64]([CH3:67])([CH3:66])[CH3:65])=[O:62])[C:13]([NH:15][C:16]1[CH:17]=[C:18]([CH:52]=[CH:53][C:54]=1[CH2:55][N:56]([CH3:58])[CH3:57])[C:19]([NH:21][C@H:22]([B:39]1[O:47][CH:46]2[C:41]([CH3:51])([CH:42]3[CH2:48][CH:44]([CH2:45]2)[C:43]3([CH3:50])[CH3:49])[O:40]1)[CH2:23][C:24]1[C:25]([O:37][CH3:38])=[C:26]([CH:34]=[CH:35][CH:36]=1)[C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])=[O:20])=[O:14])=O)C1C=CC=CC=1>CO.[Pd]>[NH2:11][C@@H:12]([CH2:59][NH:60][C:61]([O:63][C:64]([CH3:67])([CH3:66])[CH3:65])=[O:62])[C:13]([NH:15][C:16]1[CH:17]=[C:18]([CH:52]=[CH:53][C:54]=1[CH2:55][N:56]([CH3:57])[CH3:58])[C:19]([NH:21][C@H:22]([B:39]1[O:47][CH:46]2[C:41]([CH3:51])([CH:42]3[CH2:48][CH:44]([CH2:45]2)[C:43]3([CH3:50])[CH3:49])[O:40]1)[CH2:23][C:24]1[C:25]([O:37][CH3:38])=[C:26]([CH:34]=[CH:35][CH:36]=1)[C:27]([O:29][C:30]([CH3:31])([CH3:32])[CH3:33])=[O:28])=[O:20])=[O:14]

参加物

4

反応物 1

HCID 86725254tert-butyl 3-((2R)-2-(3-((S)-2-(benzyloxycarbonylamino)-3-(tert-butoxycarbonylamino)propanamido)-4-((dimethylamino)methyl)benzamido)-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)ethyl)-2-methoxybenzoate

生成物 1

HCID 86725256tert-butyl 3-((2R)-2-(3-((S)-2-amino-3-(tert-butoxycarbonylamino)propanamido)-4-((dimethylamino)methyl)benzamido)-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)ethyl)-2-methoxybenzoate収率 81%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

To tert-butyl 3-((2R)-2-(3-((S)-2-(benzyloxycarbonylamino)-3-(tert-butoxycarbonylamino)propanamido)-4-((dimethylamino)methyl)benzamido)-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)ethyl)-2-methoxybenzoate (130 mg) in MeOH (20 mL was added 10% Pd/C (20 mg). The reaction mixture was stirred under H2 balloon for 6 hr. The catalyst was removed by filtration and MeOH removed under reduced pressure to afford the product (90 mg) which was carried on to the next step.

後処理

  1. customThe catalyst was removed by filtration and MeOH
  2. customremoved under reduced pressure

出典と根拠

ORDレコード
ord-3d669147a1224c4dbdecdbad43a60e7c
出典データセット
uspto-grants-2015_05
特許番号
US09040504B2

反応ノート

読み込み中…