Boc-L-Valine → HCID 22880830, compound

HRID 724794Notes

Reaction equation

HRID 724794 reaction equation
[Cl:1][C:2]1[C:31]([O:32][CH3:33])=[C:30]([Cl:34])[CH:29]=[C:28]([Cl:35])[C:3]=1[O:4][C@@H:5]([CH3:27])[C:6]([NH:8][CH2:9][C@H:10]1[O:14][C@@H:13]([N:15]2[CH:22]=[C:21]([CH2:23][CH3:24])[C:19](=[O:20])[NH:18][C:16]2=[O:17])[C@@H:12]([F:25])[C@@H:11]1[OH:26])=[O:7].[C:36]([NH:43][C@H:44]([C:48](O)=[O:49])[CH:45]([CH3:47])[CH3:46])([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37]>>[C:39]([O:38][C:36]([NH:43][C@H:44]([C:48]([O:26][C@@H:11]1[C@@H:10]([CH2:9][NH:8][C:6](=[O:7])[C@@H:5]([O:4][C:3]2[C:28]([Cl:35])=[CH:29][C:30]([Cl:34])=[C:31]([O:32][CH3:33])[C:2]=2[Cl:1])[CH3:27])[O:14][C@@H:13]([N:15]2[CH:22]=[C:21]([CH2:23][CH3:24])[C:19](=[O:20])[NH:18][C:16]2=[O:17])[C@H:12]1[F:25])=[O:49])[CH:45]([CH3:46])[CH3:47])=[O:37])([CH3:41])([CH3:42])[CH3:40]

Participants

3

Reactant 2

HCID 83693Boc-L-ValineHCID 22880836HCID 22880836, compound

Product 1

HCID 22880830HCID 22880830, compound

Procedure

Coupling of 1-[5-[2(S)-(2,4,6-trichloro-3-methoxyphenoxy)-propionamido]-2,5-dideoxy-2-fluoro-β-D-arabinofuranosyl]-5-ethyluracil with N-Boc-L-valine in a manner analogous to that described in Example 1(A) gave 1-[3-O-[N-(tert-butoxycarbonyl)-L-valyl]-5-[2(S)-(2,4,6-trichloro-3-methoxyphenoxy)-propionamido]-2,5-dideoxy-2-fluoro-β-D-arabinofuranosyl]-5-ethyluracil as a white solid, m.p. 147°-149° C.

Sources & evidence

ORD record
ord-d4129e516cae4940a2af32f363a34cb6
Source dataset
uspto-grants-1998_01
Patent number
US05705492

Reaction notes

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