Methyl (1aRS,7bSR)-5-(2,2-dimethylpropionylamino)-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate → methyl (1aRS,7bSR)-5-(tert-butoxycarbonylamino)-7b-methyl-1,1a,2,7b-tetrahydrocyclopropa-[c]chromene-4-carboxylate

HRID 927939Notes

Reaction equation

HRID 927939 reaction equation
CC(C)(C)C(NC1C(C(OC)=O)=C2C(C3CC3CO2)=CC=1)=O.[C:23]([O:27][C:28]([NH:30][C:31]1[C:40]([C:41]([O:43][CH3:44])=[O:42])=[C:39]2[C:34]([C:35]3([CH3:48])[C:45](Br)(Br)[CH:36]3[CH2:37][O:38]2)=[CH:33][CH:32]=1)=[O:29])([CH3:26])([CH3:25])[CH3:24]>>[C:23]([O:27][C:28]([NH:30][C:31]1[C:40]([C:41]([O:43][CH3:44])=[O:42])=[C:39]2[C:34]([C:35]3([CH3:48])[CH2:45][CH:36]3[CH2:37][O:38]2)=[CH:33][CH:32]=1)=[O:29])([CH3:26])([CH3:25])[CH3:24]

Participants

3

Reactant 2

HCID 77979731Methyl (1aRS,7bSR)-5-(2,2-dimethylpropionylamino)-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylateHCID 86713298methyl (1aRS,7bSR)-5-(tert-butoxycarbonylamino)-1,1-dibromo-7b-methyl-1,1a,2,7b-tetrahydro-cyclopropa-[c]chromene-4-carboxylate2×

Product 1

HCID 71006963methyl (1aRS,7bSR)-5-(tert-butoxycarbonylamino)-7b-methyl-1,1a,2,7b-tetrahydrocyclopropa-[c]chromene-4-carboxylate

Procedure

Prepared by proceeding in a similar manner to Intermediate 43, starting from methyl (1aRS,7bSR)-5-(tert-butoxycarbonylamino)-1,1-dibromo-7b-methyl-1,1a,2,7b-tetrahydro-cyclopropa-[c]chromene-4-carboxylate (Intermediate 52).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-a7aba5e75fc94770be92f7a9c17e1236
Source dataset
uspto-grants-2016_03
Patent number
US09290472B2

Reaction notes

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