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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2392934Generated: October 29, 2026

4-Toluenesulfonyl chloride → methyl 7-(N-benzyloxycarbonylamino)-3-p-toluenesulfonyloxy-2-phenylheptanoate

https://huagongshe.com/reaction/2392934

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
Reactant2-DimethylaminopyridineHCID 21885—
Reactantethyl 7-(N-benzyloxycarbonylamino)-3-hydroxy-2-phenylheptanoateHCID 18980744—
SolventPyridineHCID 1049—
Productmethyl 7-(N-benzyloxycarbonylamino)-3-p-toluenesulfonyloxy-2-phenylheptanoateHCID 1898074961.8%

Reaction Steps

The same procedures as in Example 30 were performed except that 27.2 g (70.4 mmol) of methyl 7-(N-benzyloxycarbonylamino)-3-hydroxy-2-phenylheptanoate obtained in Example 9 was dissolved in 136 ml of pyridine; 1.27 g (10.39 mmol) of dimethylaminopyridine was added; and 20.1 g (105.6 mmol) of p-toluenesulfonyl chloride was added; to prepare the target compound as a pale yellow oil in an amount 23.5 g at a yield of 61.8%. The analytical results on the target compound are given below.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05801271
Source datasetuspto-grants-1998_09
ORD IDord-1229274e77f248ae97f0ebffc6435092
Source noteuspto-grants-1998_09