Phthalylation, esters

Phosphorus pentachloride, for conversion of pentaacetylgluconic add to add chloride, 41, 80 for oxidation of cycloheptatriene to tropylium fluoborate, 43, 101 with cyanoacetic acid, 41, 5 Phosphorus tribromide, reaction with l,5-hexadien-3-ol, 41, 50 Phthalic acids from thioimides, 44, 93 Phthalic anhydride, reaction with L-phenylalanine to yield N-phthaiyi-L-phenylalanine, 40, 82 Phthalic monoperacid, 42, 77 Phthaionic acid, 44, 63 N-Phthalyl-L-alanine, 40, 84 N-Phthalyl-0-alanine, 40, 84 N-Phthalylglydne, 40,84 N-Phthalyl-l-/3-phenylalanine, 40,82 PlMELIC ACID, (S-OXO-, DIETHYL ESTER, 42,41... 

Three research groups discovered almost at the same time that non-C2-symmetrical oxazolines of the type 32 can be even more effective ligands for asymmetric catalysis than type 4 ligands (Fig. 11). For the palladium-catalyzed allylic substitutions on 62, record selectivities could be reached using 32 (X = PPhj) [30]. It seems that not only steric but also electronic factors, which cause different donor/acceptor qualities at the coordination centers of the ligand, seem to play a role here [31]. The reaction products can subsequently be converted to interesting molecules, for example 63 (Nu = N-phthalyl) can be oxidized to the amino acid ester 64 [32]. 

The PhEur 2005 and USPNF 23 describe cellulose acetate phthalate as a reaction product of phthalic anhydride and a partial acetate ester of cellulose containing 21.5-26.0% of acetyl (C2H3O) groups, and 30.0-36.0% of phthalyl(o-carboxybenzoyl, CgHjOs) groups. 

Hypromellose phthalate is a cellulose in which some of the hydroxyl groups are replaced with methyl ethers, 2-hydro-xypropyl ethers, or phthalyl esters. Several different types of hypromellose phthalate are commercially available with molecular weights in the range 20 000-200 000. Typical average values are 80 000-130 000. ... 

Diphenylmethyl esters of A-protected [a-amino(alkyl)]phosphonic acids, conveniently obtainable from the acid and diphenyldiazomethane, may be hydrogenolysed without loss of A-protecting group (benzyloxycarbonyl, t-butoxycarbonyl, or phthalyl). ... 

By changing the anchoring sites of the bis-ester template, it is possible to reverse completely the regioselectivity of the coupling [97 b]. For example, when a phthalyl tether was used to link the 2-OH of a glucosyl acceptor to the 6-OH of a mannosyl donor to... 

Scheme 10-88 Use of phthalyl and succinyl ester tethers provides another approach to regio-and stereocontrolled glycosylation.

CAS 85-70-1 EINECS/ELINCS 201-624-8 Synonyms 1,2-Benzenedicarboxylic acid, 2-butoxy-2-oxoethyl, butyl ester Butyl carbobutoxymethyl phthalate Butyl phthalate butyl glycolate Butyl phthalyl butyl glycolate (INCI) Dibutyl-o-(o-carboxybenzoyl) glycolate Dibulyl-o-carboxybenzoyloxyacetate Classification Aromatic ester Empirical CnHaOe... 

Benzenedicarboxylic acid, 2-butoxy-2-oxoethyl, butyl ester. See n-Butyl phthalyl-n-butyl glycolate... 

Ethyl phosphate. See Triethyl phosphate Ethylphosphonodithioic acid-O-ethyl-S-phenyl ester. SeeFonofos Ethyl phthalate. See Diethyl phthalate Ethyl phthalyl ethyl glycolate CAS 84-72-0... 

Phthalic acid bis (2-methoxyethyl) ester. See Dimethoxyethyl phthalate Phthalic acid, butoxycarbonylmethyl butyl ester. See n-Butyl phthalyl-n-butyl glycolate Phthalic acid, butyl decyl ester. See Butyidecyl phthalate... 

Ethyl phthalyl ethyl glycolate (2-ethoxy-1,3-dioxo-indan-2-carboxylic acid ester). A plasticizer compatible with PVC and most common thermoplastics. It has been approved by the FDA for use in food packaging. 

Phthalyl-furan-oxalyls)iaie-(5)-athyl> ester 18 1 525. 

N-Phthalyl-D-o-aminoadipic acid benzhydryl ester e-methyl ester... 

Sofowora E A, Hardman R 1973 Steroids, phthalyl esters, and hydrocarbons from Balanites wilsoniana stem bark. Phytochemistry 12 403-406... 

Primary esters were mainly formed, phthalylation being more regioselective than succinylation. The conversion of these esters to potential herbicides is covered in Chapter 17. 

Phthalyl azide must be prepared from the add chloride because the esters of phthahc acid on treatment with hydrazine form exclusively the secondary hydrazide. ... 

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