(R)-3-amino-4-(4-methoxy-benzylsulfanyl)-butyric acid methyl ester hydrochloride → (R)-2-[5-methanesulfonylmethyl-7-nitro-1H-indol-2-yl]-4,5-dihydro-thiazol-4-yl-acetic acid methyl ester

HRID 1045854Notes

Reaction equation

HRID 1045854 reaction equation
CO[C:3]([C:5]1[NH:6][C:7]2[C:12]([CH:13]=1)=[CH:11][C:10]([CH2:14][S:15]([CH3:18])(=[O:17])=[O:16])=[CH:9][C:8]=2[N+:19]([O-:21])=[O:20])=O.Cl.[CH3:23][O:24][C:25](=[O:40])[CH2:26][C@@H:27]([NH2:39])[CH2:28][S:29]CC1C=CC(OC)=CC=1>>[CH3:23][O:24][C:25](=[O:40])[CH2:26][C@@H:27]1[CH2:28][S:29][C:3]([C:5]2[NH:6][C:7]3[C:12]([CH:13]=2)=[CH:11][C:10]([CH2:14][S:15]([CH3:18])(=[O:16])=[O:17])=[CH:9][C:8]=3[N+:19]([O-:21])=[O:20])=[N:39]1

Participants

3

Reactant 2

HCID 66974362(R)-3-amino-4-(4-methoxy-benzylsulfanyl)-butyric acid methyl ester hydrochlorideHCID 68485619(5-Methanesulfonylmethyl-7-nitro-1H-indol-2-yl)-carboxylic acid methylester

Product 1

HCID 59543053(R)-2-[5-methanesulfonylmethyl-7-nitro-1H-indol-2-yl]-4,5-dihydro-thiazol-4-yl-acetic acid methyl ester

Procedure

(5-Methanesulfonylmethyl-7-nitro-1H-indol-2-yl)-carboxylic acid methylester prepared in Step A of Preparation 44 and (R)-3-amino-4-(4-methoxy-benzylsulfanyl)-butyric acid methyl ester hydrochloride prepared in Preparation 27 were reacted according to the same procedure as Preparation 40 to give the title compound.

Workup

  1. customprepared in Preparation 27
  2. customwere reacted
  3. customaccording to the same procedure as Preparation 40

Sources & evidence

ORD record
ord-1d9cea32d3524d729ba39860c6da3837
Source dataset
uspto-grants-2013_10
Patent number
US08569307B2

Reaction notes

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