(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 336467Notes

Reaction equation

HRID 336467 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-b3ba8313ad254f848058595abc459b71
Source dataset
uspto-grants-2014_11
Patent number
US08889691B2

Reaction notes

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