N-(tert-butoxycarbonyl)glycine → HCID 18640552, compound

HRID 1709024Notes

Reaction equation

HRID 1709024 reaction equation
[CH2:1]([O:8][CH2:9][C@H:10]1[O:14][C@@H:13]([N:15]2[CH:22]=[C:21]([F:23])[C:19](=[O:20])[NH:18][C:16]2=[O:17])[CH2:12][C@@H:11]1[OH:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OC([NH:32][CH2:33][C:34](O)=[O:35])=O)(C)(C)C.C(C1C=C(C(C)C)C=C(C(C)C)C=1S([Cl:55])(=O)=O)(C)C>N1C=CC=CC=1>[ClH:55].[CH2:1]([O:8][CH2:9][C@H:10]1[O:14][C@@H:13]([N:15]2[CH:22]=[C:21]([F:23])[C:19](=[O:20])[NH:18][C:16]2=[O:17])[CH2:12][C@@H:11]1[O:24][C:34](=[O:35])[CH2:33][NH2:32])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 78288N-(tert-butoxycarbonyl)glycineHCID 810422,4,6-Tris(1-methylethyl)benzenesulfonyl chlorideHCID 10806767HCID 10806767, compound

Product 1

HCID 18640552HCID 18640552, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 1.00 g of 5'-O-benzyl-2'-deoxy-5-fluorouridine in 30 ml of anhydrous pyridine were added 0.78 g of N-(t-butoxycarbonyl)glycine and 1.80 g of 2,4,6-triisopropylbenzenesulfonyl chloride, and the mixture was subjected to reaction at room temperature overnight.

Workup

  1. customthe mixture was subjected to reaction at room temperature overnight

Sources & evidence

ORD record
ord-ae2148677245431d9b7426750fe4a539
Source dataset
uspto-grants-1990_08
Patent number
US04946951

Reaction notes

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