HCID 69944463, compound → HCID 69944055, compound

HRID 1978095Notes

Reaction equation

[C:1]([C@@H:4]([CH:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1)[C@@H:5]([CH2:18][CH:19]([CH3:21])[CH3:20])[C:6]([NH:8][N:9]([CH2:14][CH:15]([CH3:17])[CH3:16])[S:10]([CH3:13])(=[O:12])=[O:11])=[O:7])([OH:3])=[O:2].C1([C@H](C(=O)NOC2CCCCO2)[C@@H](CC(C)C)C(NN(CC(C)C)S(C)(=O)=O)=O)CCCC1>>[C:1]([C@@H:4]([CH:22]1[CH2:23][CH2:24][CH2:25][CH2:26]1)[C@@H:5]([CH:18]=[C:19]([CH3:21])[CH3:20])[C:6]([NH:8][N:9]([CH2:14][CH:15]([CH3:17])[CH3:16])[S:10]([CH3:13])(=[O:11])=[O:12])=[O:7])([OH:3])=[O:2]

Participants

Reactant 2

HCID 69944463HCID 69944463, compound

HCID 86756759HCID 86756759, compound

Product 1

HCID 69944055HCID 69944055, compound

Procedure

In an analogous manner to that described in Example 2, part (v), starting from 0.91 g of a mixture of 2(R)-[(S)-(carboxy)(cyclopentyl)methyl]-2′-isobutyl-2′-(methanesulphonyl)-4-methylvalerohydrazide and 2(R)-[(S)-(carboxy)(cyclopentyl)methyl]-2′-isobutyl-2′-(methanesulphonyl)-4-methyl-3-pentenohydrazide there was obtained 0.357 g of a mixture of 2(R)-[(S)-(cyclopentyl)[(tetrahydro-2(RS)-pyranyloxy)carbamoyl]methyl]-2′-isobutyl-2′-(methanesulphonyl)-4-methylvalerohydrazide and 2(R)-[(S)-(cyclopentyl)[(tetrahydro-2(RS)-pyranyloxy)carbamoyl]methyl]-2′-isobutyl-2′-2′-(methanesulphonyl)-4-methyl-3-pentenohydrazide in the form of a white solid.

Sources & evidence

ORD record: ord-c40bf15e93b94871ae9f876c24d3a3a2
Source dataset: uspto-grants-2001_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06235787B1

Reaction notes

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