Benzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl ester → HCID 68705333, compound

HRID 2102967Notes

Reaction equation

HRID 2102967 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[NH:12][C@@H:11]([CH2:13][OH:14])[CH2:10][O:9][C:8]=2[CH:15]=1)([O-])=O.[N+](C1C=C(S(OC[C@@H]2CO2)(=O)=O)C=CC=1)([O-])=O>>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]2[NH:12][C@H:11]([CH2:13][OH:14])[CH2:10][O:9][C:8]=2[CH:15]=1

Participants

3

Reactant 2

HCID 146490Benzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl esterHCID 59020656HCID 59020656, compound

Product 1

HCID 68705333HCID 68705333, compound

Procedure

(R)-(7-amino-3,4-dihydro-2h-benzo[b][1,4]oxazin-3-yl)methanol was prepared using the same procedure as for (s)-(3,4-dihydro-7-nitro-2h-benzo[b][1,4]oxazin-3-yl)methanol, except (s)-(oxiran-2-yl)methyl 3-nitrobenzenesulfonate was used as starting material.

Sources & evidence

ORD record
ord-09f15aa5246145a18d8ea5e987d93fc5
Source dataset
uspto-grants-2009_08
Patent number
US07576099B2

Reaction notes

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