HCID 131716690, compound → HCID 70360435, compound

HRID 1073464Notes

Reaction equation

HRID 1073464 reaction equation
[F:1][C:2]([F:37])([C:6]1([O:27][C@H:26]([CH2:28][O:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C@@H:17]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C@@H:8]1[O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[OH:7])C(O)=O>N1C(C)=CC=CC=1C>[F:37][CH:2]([F:1])[C:6]1([O:27][C@H:26]([CH2:28][O:29][CH2:30][C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)[C@@H:17]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C@@H:8]1[O:9][CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[OH:7]

Participants

3

Reactant 1

HCID 131716690HCID 131716690, compound

Product 1

HCID 70360435HCID 70360435, compound

Reagents, catalysts & solvents 1

HCID 79372,6-LutidineSolvent

Procedure

A stirred solution of 2.57 g of 2-deoxy-2,2-difluoro-4,5,7-tris-O-(phenylmethyl)-D-arabino-3-heptulofuranosonic acid in 25 ml of 2,6-lutidine was refluxed for 2 hours and then concentrated. The residue was subjected to column chromatography on silica gel to give an oil, CMR δ 113.1 (triplet, J=247Hz, CF2).

Workup

  1. concentrationconcentrated
  2. customto give an oil, CMR δ 113.1 (triplet, J=247Hz, CF2)

Sources & evidence

ORD record
ord-5620ae3e3a534bdb827481d73fb03424
Source dataset
uspto-grants-1990_11
Patent number
US04968790

Reaction notes

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