Tributylphosphine → HCID 86605960, compound

HRID 1434530Notes

Reaction equation

HRID 1434530 reaction equation
O[CH2:2][C@H:3]([NH:18][C:19](=[O:28])[O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH2:4][C:5](=[O:17])[NH:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[C:9]([CH3:16])[N:8]=1.N(C(OC(C)(C)C)=O)=NC(OC(C)(C)C)=O.C(P(CCCC)CCCC)CCC>C1COCC1>[CH3:16][C:9]1[N:8]=[C:7]([N:6]2[C:5](=[O:17])[CH2:4][C@@H:3]([NH:18][C:19](=[O:28])[O:20][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:2]2)[CH:12]=[CH:11][C:10]=1[N+:13]([O-:15])=[O:14]

Participants

5

Reactant 3

HCID 13831TributylphosphineHCID 97268Di-tert-butyl azodicarboxylateHCID 86605961HCID 86605961, compound

Product 1

HCID 86605960HCID 86605960, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared analogously to Example 2c from benzyl (R)-[1-hydroxymethyl-2-(6-methyl-5-nitro-pyridin-2-yl-carbamoyl)-ethyl]-carbamate with di-tert.-butyl azodicarboxylate and tributylphosphine in THF and subsequent purification by reversed-phase chromatography.

Sources & evidence

ORD record
ord-c1f113cc69714ce7ba7bed2e1e32066b
Source dataset
uspto-grants-2009_11
Patent number
US07615549B2

Reaction notes

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