Di‑p‑toluoyl‑L‑tartaric acid

Di‑p‑toluoyl‑L‑tartaric acid

CAS Number: 32634‑66‑5

Synonyms: (−)-Di‑p‑Toluoyl‑L‑Tartaric acid; L‑DTTA; Di‑p‑toluyl‑L‑tartaric acid

Chemical Formula:C₂₀H₁₈O₈

Product Introduction

DTTA is a white to light-yellow crystalline diester of tartaric acid and p‑toluoyl groups. It is a chiral resolving agent widely used to separate racemic amines and as a chiral auxiliary in asymmetric synthesis.

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Physical & Chemical Properties

Property Value
Appearance White to light-yellow crystalline powder
Purity (HPLC) ≥ 97–98 % total area, ≥ 98 % ee
Molecular Weight 386.35 g/mol
Melting Point 169–171 °C
Density (estimate) ~1.31 g/cm³
Solubilities Soluble in ethanol, acetone; insoluble in water
Optical Rotation [α]²⁰ᴅ ≈ –138° (c = 1, EtOH)

Applications

  • Chiral resolution: Used to resolve racemic amines into enantiomers.
  • Pharma intermediates: Preparation of enantiopure salts like escitalopram and upadacitinib hydrochloride.
  • Chiral auxiliary: Facilitates asymmetric synthesis reactions requiring L‑tartaric acid backbone.

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