4-(Diethoxyphosphoryl)butanoic acid → HCID 90370178, compound

HRID 2176019Notes

Reaction equation

HRID 2176019 reaction equation
[CH:1]([NH:4][CH2:5][C:6]1[CH:7]=[C:8]([CH:42]=[CH:43][CH:44]=1)[C:9]([NH:11][C:12]1[S:13][C:14]2[CH2:41][CH2:40][CH2:39][CH2:38][C:15]=2[C:16]=1[C:17]([NH:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][C:28]2[CH:37]=[CH:36][C:31]([C:32]([O:34][CH3:35])=[O:33])=[CH:30][CH:29]=2)=[CH:22][CH:21]=1)=[O:18])=[O:10])([CH3:3])[CH3:2].[CH2:45]([O:47][P:48]([CH2:53][CH2:54][CH2:55][C:56](O)=[O:57])([O:50][CH2:51][CH3:52])=[O:49])[CH3:46]>>[CH2:51]([O:50][P:48]([CH2:53][CH2:54][CH2:55][C:56]([N:4]([CH2:5][C:6]1[CH:7]=[C:8]([CH:42]=[CH:43][CH:44]=1)[C:9]([NH:11][C:12]1[S:13][C:14]2[CH2:41][CH2:40][CH2:39][CH2:38][C:15]=2[C:16]=1[C:17]([NH:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][C:28]2[CH:29]=[CH:30][C:31]([C:32]([O:34][CH3:35])=[O:33])=[CH:36][CH:37]=2)=[CH:22][CH:21]=1)=[O:18])=[O:10])[CH:1]([CH3:3])[CH3:2])=[O:57])([O:47][CH2:45][CH3:46])=[O:49])[CH3:52]

Participants

3

Reactant 2

HCID 5967724-(Diethoxyphosphoryl)butanoic acidHCID 90370334HCID 90370334, compound

Product 1

HCID 90370178HCID 90370178, compoundYield 82.4%

Procedure

By using 550 mg of methyl 4-{2-[4-({[2-({3-[(isopropylamino)methyl]benzoyl}amino)-4,5,6,7-tetrahydro-1-benzothiophen-3-yl]carbonyl}amino)phenyl]ethyl}benzoate and 200 mg of 4-(diethoxyphosphoryl)butanoic acid as starting materials, the reaction similar to Preparation Example 27 was performed, thereby obtaining 600 mg of methyl 4-[2-(4-{[(2-{[3-({[4-(diethoxyphosphoryl)butanoyl](isopropyl)amino}methyl)benzoyl}amino}-4,5,6,7-tetrahydro-1-benzothiophen-3-yl)carbonyl]amino}phenyl)ethyl]benzoate.

Workup

  1. customthe reaction
  2. customsimilar to Preparation Example 27

Sources & evidence

ORD record
ord-e6577b858974463bb164bb4497cbc685
Source dataset
uspto-grants-2015_06
Patent number
US09062032B2

Reaction notes

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