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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → {(1R,2R)-2-benzyloxy-1-[(methoxymethylcarbamoyl)methoxymethyl]propyl}carbamic acid t-butyl ester

HRID 1677062
ノート
印刷プレビュー

反応式

HRID 1677062 の反応式
C([N:4]([CH2:8]C)C(C)C)(C)C.Cl.CN[O:13][CH3:14].CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.[CH2:36]([O:43][C@H:44]([CH3:60])[C@H:45]([NH:52][C:53]([O:55][C:56]([CH3:59])([CH3:58])[CH3:57])=[O:54])[CH2:46][O:47][CH2:48][C:49]([OH:51])=O)[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>CN(C=O)C>[C:56]([O:55][C:53](=[O:54])[NH:52][C@H:45]([CH2:46][O:47][CH2:48][C:49](=[O:51])[NH:4][CH2:8][O:13][CH3:14])[C@H:44]([O:43][CH2:36][C:37]1[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=1)[CH3:60])([CH3:59])([CH3:58])[CH3:57]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 81531DiisopropylethylamineHCID 67373378((2R,3R)-3-benzyloxy-2-t-butoxycarbonylaminobutoxy)acetic acid

生成物 1

HCID 67379173
{(1R,2R)-2-benzyloxy-1-[(methoxymethylcarbamoyl)methoxymethyl]propyl}carbamic acid t-butyl ester

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

N,N-diisopropylethylamine (41 mL), N,O-dimethylhydroxyamine hydrochloride (17.4 g), EDCI (34.3 g), HOBt (24.1 g) were added in sequence to a DMF (400 mL) solution of ((2R,3R)-3-benzyloxy-2-t-butoxycarbonylaminobutoxy)acetic acid (42.1 g), and stirring was continued for 16 hours at room temperature. The solvent was removed under a vacuum, and ethyl acetate and water were added, and the organic layer was partitioned. The organic layer was washed with brine and dried over anhydrous magnesium sulfate, and the solvent was removed under a vacuum. After passing the residue through a silica pad (silica gel 500 cc), the solvent was removed under a vacuum, and the title compound (46.0 g) was obtained. The physical property values are as follows.

後処理

  1. customThe solvent was removed under a vacuum, and ethyl acetate and water
  2. additionwere added
  3. customthe organic layer was partitioned
  4. washThe organic layer was washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was removed under a vacuum
  7. customthe solvent was removed under a vacuum

出典と根拠

ORDレコード
ord-1571651a168b4fa891512bfbd26d277b
出典データセット
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08008293B2

反応ノート

読み込み中…

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