Cyclopentanone → HCID 54072760, compound

HRID 375760Notes

Reaction equation

[C:1]1(=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:7][C@H:8]1[CH2:19][O:18][C:17](=[O:20])[C:16]2[CH:21]=[C:22]([O:33][Si](C(C)(C)C)(C)C)[CH:23]=[C:24]([O:25][Si](C(C)(C)C)(C)C)[C:15]=2[CH2:14][S:13][CH2:12][C@@H:11]([C:41]([O:43][CH3:44])=[O:42])[NH:10][C:9]1=[O:45]>>[CH:1]1([NH:7][C@H:8]2[CH2:19][O:18][C:17](=[O:20])[C:16]3[CH:21]=[C:22]([OH:33])[CH:23]=[C:24]([OH:25])[C:15]=3[CH2:14][S:13][CH2:12][C@@H:11]([C:41]([O:43][CH3:44])=[O:42])[NH:10][C:9]2=[O:45])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

Reactant 2

HCID 8452Cyclopentanone

HCID 56619767HCID 56619767, compound

Product 1

HCID 54072760HCID 54072760, compound

Procedure

Operating in an analogues manner as described in Example 150, but replacing acetone by cyclopentanone, and using the product of Example 112 (a) as starting material, there was obtained methyl (4R, 7S)-7-(cyclopentylamino)-1,3,4,5,6,7,8,10-octahydro-12,14-dihydroxy-6,10-dioxo-9,2,5-benzoxathiaazacyclododecine-4-carboxylate.

Sources & evidence

ORD record: ord-ba5439ddf03246d99cd260829fd271e8
Source dataset: uspto-grants-1996_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05486466

Reaction notes

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