Methyl 2-{[(benzyloxy)carbonyl]amino}-2-(dimethyl phosphono)acetate → 2-Benzyloxycarbonylamino-5,5,6-trimethyl-heptanoic acid

HRID 586143Notes

Reaction equation

HRID 586143 reaction equation
[CH3:1][C:2]([CH3:9])([CH:6]([CH3:8])[CH3:7])[CH2:3][CH:4]=O.C[O:11][C:12]([CH:14](P(OC)(OC)=O)[NH:15][C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17])=[O:13]>>[CH2:19]([O:18][C:16]([NH:15][CH:14]([CH2:4][CH2:3][C:2]([CH3:9])([CH3:1])[CH:6]([CH3:8])[CH3:7])[C:12]([OH:13])=[O:11])=[O:17])[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 2734718Methyl 2-{[(benzyloxy)carbonyl]amino}-2-(dimethyl phosphono)acetateHCID 124253353,3,4-Trimethylpentanal

Product 1

HCID 223294082-Benzyloxycarbonylamino-5,5,6-trimethyl-heptanoic acid

Procedure

This aldehyde may be converted to the title compound by reaction with N-(Benzyloxycarbonyl)-α-phosphonoglycine trimethyl ester, followed by catalytic reduction and hydrolysis by the procedures described in Example 4.

Sources & evidence

ORD record
ord-03ff5798901e4c71990024c28b3550d5
Source dataset
uspto-grants-2005_08
Patent number
US06936606B2

Reaction notes

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