Isopropanol hydrochloride → trans-(+/-)-Tetrahydro-4-mercapto-2-furanmethanol 2-carbamate

HRID 1290353Notes

Reaction equation

HRID 1290353 reaction equation
[NH2:1][C:2]([O:4][CH2:5][C@@H:6]1[O:10][CH2:9][C@@H:8]([S:11]C(=O)C)[CH2:7]1)=[O:3].C[O-].CO.Cl.C(O)(C)C>O1CCCC1>[C:2]([O:4][CH2:5][C@H:6]1[CH2:7][C@H:8]([SH:11])[CH2:9][O:10]1)(=[O:3])[NH2:1]

Participants

5

Reactant 3

HCID 21912024Isopropanol hydrochlorideHCID 86752560Ethanethioic acid trans-(+/-)-S-[5-[[(aminocarbonyl)oxy]methyl]tetrahydro-3-furanyl]esterHCID 131719842Methoxide methyl alcohol

Product 1

HCID 130972113trans-(+/-)-Tetrahydro-4-mercapto-2-furanmethanol 2-carbamate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound is prepared by the procedure of Example 16 using 0.109 g of product from Example 7, 120 microliter of 25% methoxide/methyl alcohol, 1.75 ml of tetrahydrofuran, 280 microliter of 1.86N hydrochloric acid/isopropyl alcohol to give the desired product as a white solid.

Sources & evidence

ORD record
ord-a5a8bff7a9d240c683658c2337a64a3e
Source dataset
uspto-grants-1998_05
Patent number
US05750735

Reaction notes

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