Boc-L-Valine → HCID 22880829, compound

HRID 724795Notes

Reaction equation

HRID 724795 reaction equation
[Cl:1][C:2]1[CH:31]=[C:30]([Cl:32])[C:29]([O:33][CH3:34])=[CH:28][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:35]([NH:42][C@H:43]([C:47](O)=[O:48])[CH:44]([CH3:46])[CH3:45])([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36]>>[C:38]([O:37][C:35]([NH:42][C@H:43]([C:47]([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[CH:28]=[C:29]([O:33][CH3:34])[C:30]([Cl:32])=[CH:31][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:48])[CH:44]([CH3:45])[CH3:46])=[O:36])([CH3:40])([CH3:41])[CH3:39]

Participants

3

Reactant 2

HCID 83693Boc-L-ValineHCID 22880833HCID 22880833, compound

Product 1

HCID 22880829HCID 22880829, compound

Procedure

Coupling of 1-[5-[2(R)-(2,4-dichloro-5-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(R)-(2,4-dichloro-5-methoxyphenoxy)-propionamido]-2,5-dideoxy-2-fluoro-β-D-arabinofuranosyl]-5-ethyluracil as a white solid, m.p. 110° C. (dec).

Sources & evidence

ORD record
ord-68ceae40c3bb4d1382964777142fda5c
Source dataset
uspto-grants-1998_01
Patent number
US05705492

Reaction notes

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