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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1950654Generated: October 29, 2026

Benzyl 4-carboxyphenylacetate → Pivalic acid (R)-6-{2-[(4-carboxymethylbenzoyl)ethoxycarbonylmethylamino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester

https://huagongshe.com/reaction/1950654

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl 4-carboxyphenylacetateHCID 19966080—
ReactantHCID 57934485HCID 57934485—
Reactantpivalic acid (R)-6-{2-[(4-benzyloxycarbonylmethylbenzoyl)ethoxycarbonylmethylamino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl esterHCID 86605269—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductPivalic acid (R)-6-{2-[(4-carboxymethylbenzoyl)ethoxycarbonylmethylamino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl esterHCID 8660526897.7%

Reaction Steps

From pivalic acid (R)-6-[2-(ethoxycarbonylmethylamino)-4-methoxyphenyl]-5,6,7,8-tetrahydronaphthalen-2-yl ester (150 mg) and 4-benzyloxycarbonylmethylbenzoic acid (138 mg), according to an analogous synthetic method to Preparation Example 154, obtained was pivalic acid (R)-6-{2-[(4-benzyloxycarbonylmethylbenzoyl)ethoxycarbonylmethylamino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester (200 mg). A solution thereof in methanol (5 ml) was subjected to a catalytic reduction in the presence of 10% palladium-activated charcoal (40 mg) for 2 hours at room temperature under hydrogen atmosphere at ambient pressure. After filtration through celite pad, the solution was concentrated in vacuo to provide the title compound (170 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399520B2
Source datasetuspto-grants-2013_03
ORD IDord-f6f639ce7978458ca04303dc776165f8
Source noteuspto-grants-2013_03