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 2040012ノート

反応式

HRID 2040012 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-a5bd3d4ade8949f7a077fe6a7b5828bd
出典データセット
uspto-grants-2013_11
特許番号
US08580777B2

反応ノート

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