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

HRID 585740Notes

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][CH:6]=1)=[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])=[CH:6][CH:7]=2)[S:12][CH2:11][CH2:10]1)=[O:17])([CH3:22])([CH3:20])[CH3:21]

Participants

Reactant 2

HCID 11430Potassium Carbonate

HCID 59089451(S)-4-(tert-butoxycarbonylamino)thiochromane-7-carboxylic acid methyl ester

Product 1

HCID 59089455(S)-4-(tert-butoxycarbonylamino)thiochromane-7-carboxylic acidYield 96.2%

Procedure

By a similar reaction operation as in Starting Material Synthetic Example 6 using (S)-4-(tert-butoxycarbonylamino)thiochromane-7-carboxylic acid methyl ester (5.75 g) and potassium carbonate (4.91 g), the objective (S)-4-(tert-butoxycarbonylamino)thiochromane-7-carboxylic acid (5.29 g) was obtained as colorless crystals.

Sources & evidence

ORD record: ord-bbd74c5ca5734e3b8858eecc2396b34d
Source dataset: uspto-grants-2005_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06933305B2

Reaction notes

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