Benzyl((8S,11R)-8-isopropyl-10-oxo-6-oxa-1,9,14-triazabicyclo[11.2.1]hexadeca-3,13(16),14-trien-11-yl)carbamate → (8S,11R)-11-Amino-8-isopropyl-6-oxa-1,9,14-triazabicyclo[11.2.1]hexadeca-13(16),14-dien-10-one

HRID 2274548ノート

反応式

HRID 2274548 の反応式
[CH:1]([C@@H:4]1[NH:18][C:17](=[O:19])[C@H:16]([NH:20]C(=O)OCC2C=CC=CC=2)[CH2:15][C:14]2=[CH:31][N:11]([CH:12]=[N:13]2)[CH2:10][CH:9]=[CH:8][CH2:7][O:6][CH2:5]1)([CH3:3])[CH3:2]>CO.[Pd]>[NH2:20][C@@H:16]1[CH2:15][C:14]2=[CH:31][N:11]([CH:12]=[N:13]2)[CH2:10][CH2:9][CH2:8][CH2:7][O:6][CH2:5][C@H:4]([CH:1]([CH3:2])[CH3:3])[NH:18][C:17]1=[O:19]

参加物

4

反応物 1

HCID 86655968Benzyl((8S,11R)-8-isopropyl-10-oxo-6-oxa-1,9,14-triazabicyclo[11.2.1]hexadeca-3,13(16),14-trien-11-yl)carbamate

生成物 1

HCID 67028858(8S,11R)-11-Amino-8-isopropyl-6-oxa-1,9,14-triazabicyclo[11.2.1]hexadeca-13(16),14-dien-10-one収率 17.9%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

A solution of 0.49 g (1.14 mmol) of benzyl ((8S,11R)-8-isopropyl-10-oxo-6-oxa-1,9,14-triazabicyclo[11.2.1]hexadeca-3,13(16),14-trien-11-yl)carbamate from step C in 80 ml of methanol was hydrogenated over 0.12 g of palladium on carbon (10%) under a hydrogen atmosphere under autogenous pressure at RT. After the starting material had completely reacted, the mixture was filtered and concentrated. The residue was purified by preparative HPLC. 0.06 g of the title compound was obtained.

後処理

  1. customAfter the starting material had completely reacted
  2. filtrationthe mixture was filtered
  3. concentrationconcentrated
  4. customThe residue was purified by preparative HPLC

出典と根拠

ORDレコード
ord-568fa15a8d0546048e68575d025f4e31
出典データセット
uspto-grants-2015_09
特許番号
US09126955B2

反応ノート

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