(R)-3-methoxydihydro-2H-pyran-4(3H)-one → benzyl 4-((3aS,5S,6aR)-5-(((3S,4S)-3-methoxytetrahydro-2H-pyran-4-yl)amino)hexahydro-2H-cyclopenta[b]furan-3a-carbonyl)piperazine-1-carboxylate

HRID 1747139Notes

Reaction equation

HRID 1747139 reaction equation
[NH2:1][C@@H:2]1[CH2:9][C@H:5]2[O:6][CH2:7][CH2:8][C@@:4]2([C:10]([N:12]2[CH2:17][CH2:16][N:15]([C:18]([O:20][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[O:19])[CH2:14][CH2:13]2)=[O:11])[CH2:3]1.[CH3:28][O:29][C@H:30]1[C:35](=O)[CH2:34][CH2:33][O:32][CH2:31]1>>[CH3:28][O:29][C@H:30]1[C@@H:35]([NH:1][C@@H:2]2[CH2:9][C@H:5]3[O:6][CH2:7][CH2:8][C@@:4]3([C:10]([N:12]3[CH2:13][CH2:14][N:15]([C:18]([O:20][CH2:21][C:22]4[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=4)=[O:19])[CH2:16][CH2:17]3)=[O:11])[CH2:3]2)[CH2:34][CH2:33][O:32][CH2:31]1

Participants

3

Reactant 2

HCID 11320949(R)-3-methoxydihydro-2H-pyran-4(3H)-one2×HCID 86708145benzyl 4-((3aS,5S,6aR)-5-aminohexahydro-2H-cyclopenta[b]furan-3a-carbonyl)piperazine-1-carboxylate

Product 1

HCID 86708144benzyl 4-((3aS,5S,6aR)-5-(((3S,4S)-3-methoxytetrahydro-2H-pyran-4-yl)amino)hexahydro-2H-cyclopenta[b]furan-3a-carbonyl)piperazine-1-carboxylate

Procedure

The product of Step H was prepared from the reaction of the product of Step G and (R)-3-methoxydihydro-2H-pyran-4(3H)-one (Intermediate 1) following the procedure described in Example 1, Step H. Calculated for C26H37N3O6: 488.3 (M+1). found: 488.1.

Sources & evidence

ORD record
ord-a8b4fba42ca942ee8455118125b750d5
Source dataset
uspto-grants-2015_10
Patent number
US09150532B2

Reaction notes

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