Sodium borohydride → HCID 53925049, compound

HRID 1155496Notes

Reaction equation

HRID 1155496 reaction equation
[OH:1][C@:2]1([C:20](OC)=[O:21])[CH2:11][C:10]2([S:15][CH2:14][CH2:13][S:12]2)[C:9]2[C:4](=[C:5]([O:18][CH3:19])[CH:6]=[CH:7][C:8]=2[O:16][CH3:17])[CH2:3]1.[BH4-].[Na+]>O1CCCC1>[OH:1][C@@:2]1([CH2:20][OH:21])[CH2:3][C:4]2[C:9](=[C:8]([O:16][CH3:17])[CH:7]=[CH:6][C:5]=2[O:18][CH3:19])[C:10]2([S:12][CH2:13][CH2:14][S:15]2)[CH2:11]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 13264144HCID 13264144, compound

Product 1

HCID 53925049HCID 53925049, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Reduction of methyl (S)-1',2',3',4'-tetrahydro-2'-hydroxy-5',8'-dimethoxyspiro[1,3-dithiolane-2,4'-naphthalene]-2'-carboxylate [prepared as described in Example 4(ii)] with sodium borohydride in tetrahydrofuran in a manner analogous to that described in Example 5(i) gave (S)-1',2',3',4'-tetrahydro-3'-hydroxy-3'-hydroxymethyl-5',8'-dimethoxyspiro[1,3-dithiolane-2,1'-naphthalene] in the form of a colourless gum which was used directly in the next step.

Sources & evidence

ORD record
ord-0bbdf03b39fc41ceaf4dddad60a14983
Source dataset
uspto-grants-1981_11
Patent number
US04302398

Reaction notes

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