p-(Chlorodiphenylmethyl)anisole → HCID 54150927, compound

HRID 2292826Notes

Reaction equation

HRID 2292826 reaction equation
[F:1][C@@H:2]1[C@H:6]([NH2:7])[C@@H:5]([CH2:8][O:9]C(=O)C2C=CC=CC=2)[O:4][C@H:3]1[N:18]1[CH:25]=[CH:24][C:22](=[O:23])[NH:21][C:19]1=[O:20].[CH3:26][O:27][C:28]1[CH:47]=[CH:46][C:31]([C:32](Cl)([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[CH:30][CH:29]=1.C([O-])(O)=O.[Na+]>N1C=CC=CC=1>[F:1][C@@H:2]1[C@H:6]([NH:7][C:32]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:31]2[CH:30]=[CH:29][C:28]([O:27][CH3:26])=[CH:47][CH:46]=2)[C@@H:5]([CH2:8][OH:9])[O:4][C@H:3]1[N:18]1[CH:25]=[CH:24][C:22](=[O:23])[NH:21][C:19]1=[O:20]

Participants

5

Reactant 3

HCID 84462p-(Chlorodiphenylmethyl)anisoleHCID 516892Sodium BicarbonateHCID 22878813HCID 22878813, compound

Product 1

HCID 54150927HCID 54150927, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2'-fluoro-3'-(4-methoxytrityl)amino-2',3'-dideoxyuridine (compound 12, FIG. 2) was prepared as follows: To 1.0 g (2.9 mmol) of 11 in 50 mL anhydrous pyridine was added 1.0 g (3.2 mmol) 4-methoxytrityl chloride. The mixture was stirred overnight, 5 mL saturated aqueous NaHCO3 was added, and the mixture concentrated in vacuo to an oil. The oil was dissolved in 125 mL ethyl acetate, which was washed with water (3×100 mL) and reconcentrated in vacuo to 2.05 g of foam.

Workup

  1. concentrationthe mixture concentrated in vacuo to an oil
  2. dissolutionThe oil was dissolved in 125 mL ethyl acetate
  3. washwhich was washed with water (3×100 mL)

Sources & evidence

ORD record
ord-3255ee39bbc54984a114d2b577d9633a
Source dataset
uspto-grants-1997_11
Patent number
US05684143

Reaction notes

Loading…