Benzyl chloroformate → HCID 69619626, compound

HRID 585731Notes

Reaction equation

[CH3:1][O:2][C:3]([C:5]1[CH:16]=[CH:15][C:8]2[CH:9]([NH2:14])[CH2:10][CH2:11][CH2:12][S:13][C:7]=2[CH:6]=1)=[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:16]=[CH:15][C:8]2[CH:9]([NH:14][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][CH2:12][S:13][C:7]=2[CH:6]=1)=[O:4]

Participants

Reactant 2

HCID 10387Benzyl chloroformate

HCID 20824479HCID 20824479, compound

Product 1

HCID 69619626HCID 69619626, compoundYield 90.2%

Procedure

By a similar reaction operation as in Starting Material Synthetic Example 4 using 5-amino-2,3,4,5-tetrahydro-1-benzothiepine-8-carboxylic acid methyl ester (2.50 g) and benzyloxycarbonyl chloride (2.69 g), the objective 5-(benzyloxycarbonylamino)-2,3,4,5-tetrahydro-1-benzothiepine-8-carboxylic acid methyl ester (3.53 g) was obtained as colorless crystals.

Sources & evidence

ORD record: ord-a9e90d87db7c4082a338428baa45ceef
Source dataset: uspto-grants-2005_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06933305B2

Reaction notes

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