Dong Wang Liu

Synthesis of (R)-2-(1-hydroxycyclohexyl)-2-(4-methoxyphenyl)ethyl 4-Methylbenzenesulfonate

Venlafaxine (Figure 1) is the new generation antidepressant drug. A synthetic route to the asymmetric synthesis of (R)-venlafaxine through Evans Aldol protocol was designed. The key intermediate, (R)-2-(1-hydroxycyclohexyl)-2-(4-methoxyphenyl) ethyl4-methylbenzenesulfonate was prepared from cyclohexanone.

The Synthesis of (1-oxaspiro[2.5]octan-2-ylmethoxy)(tert-Butyl) Dimethylsilane

Venlafaxine (Fig. 1) is a new generation antidepressant drug. (1-oxaspiro [2.octan-2-ylmethoxy)(tert-butyl) dimethylsilane (11) as an important intermediate of (+) or (-) venlafaxine (1), was synthesized by four steps including an key epoxidation.

Synthesis of (R)-3-((4-methoxybenzyl)oxy)butanal

The key intermediate, (R)-3-((4-methoxybenzyl)oxy)butanal, of total synthesis of tarchonanthuslactone (1) was reported, Which started from commercially available (R)-methyl 3-hydroxybutanoate.

Study on Synthesis of (R)-tert-butyl (1-hydroxybut-3-yn-2-yl)carbamate

(R)-tert-butyl (1-hydroxybut-3-yn-2-yl) carbamate, an key intermediate of the natural product jaspine B which was isolated from various sponges and endowed with cytotoxic activity against several human carcinoma cell lines, was synthesized from L-Serine in overall yield 41% through seven steps, including esterification, Boc protection, acetonization, reduction,Corey-Fuchs reaction and deprotection.

Study on Synthesis of N-Methyldipeptide N-Ns-N(Me)-L-Ala-N(Me)-L-lle-OtBu

The hindered N-methyldipeptide (N-Ns-N(Me)-L-Ala-N(Me)-L-Ile-OtBu), a segment of the new cyclodepsipeptide Apratoxin A[1] , which exhibit cytotoxycity against human tumor cell lines, was synthesized from L-Alanine and L-iso-Leucine through ten steps in overall yield of 49.4%.

A Prophase Study on Applying Conia-Ene Reation in Constructing bicyclo [3, 3, 1] Nonane Ring

The bicyclo [3, 3, 1] nonane ring system is the main structural feature in the lycopodium alkaloids. There are many methods to build the [3, 3, 1] bridged ring system, Herein, we designed to use indium Lewis acid which can activate the triple bond to construct [3, 3, 1] bridged ring system via Conia-ene reaction, and described a prophase study of applying Conia-ene reaction to construct such bicycle [3, 3, 1] nonane ring.

Design and Synthesis of (E)-2-Hydroxy-4-Alkoxyl Salicylaldoxime Copper Extractant

Synthesis of the series of compounds, which could be put into extract copper , contained hydroformylation, etherification, oximation. Resorcinol as the starting material was transformed to 2,4-dihydroxybenzaldehyde, and then converted to 2,4-dihydroxybenzaldehyde, which oximated to (E)-2-hydroxy-4-alkoxybenzaldehyde oxime.

Study on Synthesis of 2,2-Dimethyl-3-Hydroxy-7-Octynoic Acid

Pitipeptolide A can be disconnected across the amide bind to afford t-Boc-glycine, the linear depsipeptide and the Dhoya fragment. 2,2-dimethyl-3-hydroxy-7-octynoic acid unit was prepared in eight steps from 1,5-pentanediol monobenzyl ether. including oxidation, TBS protection, deprotection and Saponification with (1M) sodium hydroxide solution gave the Dhoya unit (8) in 75% overall yield.

Synthetic Study of 1, 2, 3-Tri-O-Acetyl-5-Deoxy-D-Ribofuranose

A practical synthetic route towards 1,2,3-tri-O-acetyl-5-deoxy-D-ribofuranose from D-ribose is described, which started from D-ribose and proceeded through ketalization,esterification,reduction,hydrolysis and acetylation in more than 30% overall yield.

Study on Synthesis of 2-(1-Tert-Butoxycarbonylamino-2-Methyl-Butyl)-Thiazole-4-Carboxylic Acid Methyl Ester

2-(1-tert-Butoxycarbonylamino-2-methyl-butyl)-thiazole-4-carboxylic acid methyl ester, the chiral unit containing thiazole of a novel cyclic depsipeptide Lyngbyabellin A which exhibited moderate cytotoxicity against KB and LoVo cells, was synthesized from N-t-Boc-L-isoleucine and L-serrine methyl ester monohydrochloride in overall yield 15% through six steps, including condensation, TBS protection, thionation, deprotection, cyclodehydration and aromatization. The ee value of the title chiral thiazole unit is up to 98％.