HCID 23322736, compound → HCID 23322738, compound

HRID 279841Notes

Reaction equation

HRID 279841 reaction equation
[NH2:1][CH:2]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][N:4]([CH2:11][C:12](C(C)(C)C)=[O:13])[C:3]1=[O:18].S(Cl)(Cl)=O.[CH2:23](O)[CH3:24].S(Cl)(Cl)=[O:27].[CH2:30]([OH:37])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>>[NH2:1][CH:2]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][N:4]([CH2:11][C:12]([O:13][CH2:23][CH3:24])=[O:27])[C:3]1=[O:18].[NH2:1][CH:2]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][N:4]([CH2:11][C:12]([O:37][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[O:13])[C:3]1=[O:18]

Participants

5

Reactant 3

HCID 23322736HCID 23322736, compoundHCID 23322743HCID 23322743, compoundHCID 86740771HCID 86740771, compound

Product 2

HCID 23322738HCID 23322738, compoundHCID 23322750HCID 23322750, compound

Procedure

Reaction of 3-amino-1-t-butylcarbonylmethyl- perhydroazonin-2-one (Example 1) with thionyl chloride-ethanol or thionyl chloride-benzyl alcohol followed by concentration and liberation of the free amino ester affords 3-amino-1-ethoxycarbonylmethylperhydroazonin-2-one and 3-amino-1-benzyloxycarbonylmethylperhydroazonin-2-one, respectively.

Workup

  1. concentrationfollowed by concentration and liberation of the free amino ester

Sources & evidence

ORD record
ord-33453ef06dcd4424ab76038a59215b15
Source dataset
uspto-grants-1986_05
Patent number
US04587238

Reaction notes

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