Benzyl chloroformate → HCID 69619715, compound

HRID 585761Notes

Reaction equation

[CH3:1][O:2][C:3]([C:5]1[CH:14]=[C:13]2[C:8]([C@@H:9]([NH2:15])[CH2:10][CH2:11][S:12]2)=[CH:7][C:6]=1[Cl:16])=[O:4].[CH2:17]([O:24][C:25](Cl)=[O:26])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[CH3:1][O:2][C:3]([C:5]1[CH:14]=[C:13]2[C:8]([C@@H:9]([NH:15][C:25]([O:24][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[O:26])[CH2:10][CH2:11][S:12]2)=[CH:7][C:6]=1[Cl:16])=[O:4]

Participants

Reactant 2

HCID 10387Benzyl chloroformate

HCID 59089464HCID 59089464, compound

Product 1

HCID 69619715HCID 69619715, compound

Procedure

By a similar reaction operation as in Starting Material Synthetic Example 4 using (S)-4-amino-6-chlorothiochromane-7-carboxylic acid methyl ester (450 mg) and benzyloxycarbonyl chloride (0.31 ml), the objective (S)-4-(benzyloxycarbonylamino)-6-chlorothiochromane-7-carboxylic acid methyl ester (478 mg) was obtained as colorless crystals.

Sources & evidence

ORD record: ord-570dc10f30fa4bbb9a0bd0ca57e88862
Source dataset: uspto-grants-2005_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06933305B2

Reaction notes

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