(2R,4S)-4-{(Z)-(S)-2-Chloro-5-[3-((S)-1-hydroxy-propyl)-phenyl]-4-methyl-pent-2-enyl}-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxolane-4-carboxylic acid methyl ester

Base Information

Chemical Name:(2R,4S)-4-{(Z)-(S)-2-Chloro-5-[3-((S)-1-hydroxy-propyl)-phenyl]-4-methyl-pent-2-enyl}-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxolane-4-carboxylic acid methyl ester
CAS No.:594855-18-2
Molecular Formula:C₂₉H₃₇ClO₅
Molecular Weight:501.063
Hs Code.:

(2R,4S)-4-{(Z)-(S)-2-Chloro-5-[3-((S)-1-hydroxy-propyl)-phenyl]-4-methyl-pent-2-enyl}-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxolane-4-carboxylic acid methyl ester

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Chemical Property of (2R,4S)-4-{(Z)-(S)-2-Chloro-5-[3-((S)-1-hydroxy-propyl)-phenyl]-4-methyl-pent-2-enyl}-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxolane-4-carboxylic acid methyl ester

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Technology Process of (2R,4S)-4-{(Z)-(S)-2-Chloro-5-[3-((S)-1-hydroxy-propyl)-phenyl]-4-methyl-pent-2-enyl}-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxolane-4-carboxylic acid methyl ester

There total 15 articles about (2R,4S)-4-{(Z)-(S)-2-Chloro-5-[3-((S)-1-hydroxy-propyl)-phenyl]-4-methyl-pent-2-enyl}-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxolane-4-carboxylic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 487-68-3
mesytaldehyde

: 594855-18-2
(2R,4S)-4-{(Z)-(S)-2-Chloro-5-[3-((S)-1-hydroxy-propyl)-phenyl]-4-methyl-pent-2-enyl}-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxolane-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: camphorsulfonic acid; 4A molecular sieves; MgSO₄ / CHCl₃

2.1: lithium hexamethyldisilazide; HMPA / tetrahydrofuran

2.2: 57 percent / HMPA / tetrahydrofuran

3.1: tetrabutylammonium fluoride / tetrahydrofuran

4.1: benzene; methanol

With N,N,N,N,N,N-hexamethylphosphoric triamide; 4 A molecular sieve; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; magnesium sulfate; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; chloroform; benzene;
DOI:10.1248/cpb.52.163

Reference yield:

: 224622-38-2
(S)-1-(3'-bromophenyl)-1-propanol

: 594855-18-2
(2R,4S)-4-{(Z)-(S)-2-Chloro-5-[3-((S)-1-hydroxy-propyl)-phenyl]-4-methyl-pent-2-enyl}-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxolane-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 13 steps

1.1: n-BuLi / tetrahydrofuran

1.2: 100 percent / tetrahydrofuran

2.1: 61 percent / imidazole / dimethylformamide

3.1: 92 percent / NaBH₄ / ethanol

4.1: 95 percent / NaH / tetrahydrofuran

5.1: 94 percent / n-Bu₃SnH / toluene

6.1: 70 percent / aq. p-TsOH / ethanol

7.1: 96 percent / (COCl)2; DMSO; TEA / CH₂Cl₂

8.1: 29 percent / NaH; N-chlorosuccinimide / tetrahydrofuran

9.1: 89 percent / DIBAL-H / CH₂Cl₂

10.1: 77 percent / I₂; Ph₃P; imidazole / diethyl ether; acetonitrile

11.1: lithium hexamethyldisilazide; HMPA / tetrahydrofuran

11.2: 57 percent / HMPA / tetrahydrofuran

12.1: tetrabutylammonium fluoride / tetrahydrofuran

13.1: benzene; methanol

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; N-chloro-succinimide; n-butyllithium; oxalyl dichloride; TEA; tetrabutyl ammonium fluoride; iodine; tri-n-butyl-tin hydride; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; benzene; 7.1: Swern oxidation;
DOI:10.1248/cpb.52.163

Reference yield:

: (S)-2-(2,4,6-Trimethyl-phenyl)-[1,3]dioxolane-4-carboxylic acid methyl ester

: 594855-18-2
(2R,4S)-4-{(Z)-(S)-2-Chloro-5-[3-((S)-1-hydroxy-propyl)-phenyl]-4-methyl-pent-2-enyl}-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxolane-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazide; HMPA / tetrahydrofuran

1.2: 57 percent / HMPA / tetrahydrofuran

2.1: tetrabutylammonium fluoride / tetrahydrofuran

3.1: benzene; methanol

With N,N,N,N,N,N-hexamethylphosphoric triamide; tetrabutyl ammonium fluoride; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; benzene;
DOI:10.1248/cpb.52.163