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Potassium Carbonate → (S)-4-(tert-butoxycarbonylamino)-6-methylthiochromane-7-carboxylic acid

HRID 585751
Notes
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Reaction equation

HRID 585751 reaction equation
C[O:2][C:3]([C:5]1[CH:14]=[C:13]2[C:8]([C@@H:9]([NH:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:10][CH2:11][S:12]2)=[CH:7][C:6]=1[CH3:23])=[O:4].C(=O)([O-])[O-].[K+].[K+]>>[C:19]([O:18][C:16]([NH:15][C@@H:9]1[C:8]2[C:13](=[CH:14][C:5]([C:3]([OH:4])=[O:2])=[C:6]([CH3:23])[CH:7]=2)[S:12][CH2:11][CH2:10]1)=[O:17])([CH3:22])([CH3:20])[CH3:21]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 11430Potassium CarbonateHCID 59089450(S)-4-(tert-butoxycarbonylamino)-6-methylthiochromane-7-carboxylic acid methyl ester

Product 1

HCID 59089485(S)-4-(tert-butoxycarbonylamino)-6-methylthiochromane-7-carboxylic acidYield 77.9%

Procedure

By a similar reaction operation as in Starting Material Synthetic Example 6 using (S)-4-(tert-butoxycarbonylamino)-6-methylthiochromane-7-carboxylic acid methyl ester (8.10 g) and potassium carbonate (9.94 g), the objective (S)-4-(tert-butoxycarbonylamino)-6-methylthiochromane-7-carboxylic acid (6.05 g) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-a6e00e5f2b4646359537347b20306ea9
Source dataset
uspto-grants-2005_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06933305B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes