dimethyl (2R,4S)-2-{[bis(4-bromobenzyloxy)phosphoryl]methyl}-4-(tosyloxy)pentanedioate

Base Information

Chemical Name:dimethyl (2R,4S)-2-{[bis(4-bromobenzyloxy)phosphoryl]methyl}-4-(tosyloxy)pentanedioate
CAS No.:1312438-52-0
Molecular Formula:C₂₉H₃₁Br₂O₁₀PS
Molecular Weight:762.407
Hs Code.:

Synonyms:dimethyl (2R,4S)-2-{[bis(4-bromobenzyloxy)phosphoryl]methyl}-4-(tosyloxy)pentanedioate

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Chemical Property of dimethyl (2R,4S)-2-{[bis(4-bromobenzyloxy)phosphoryl]methyl}-4-(tosyloxy)pentanedioate

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Technology Process of dimethyl (2R,4S)-2-{[bis(4-bromobenzyloxy)phosphoryl]methyl}-4-(tosyloxy)pentanedioate

There total 4 articles about dimethyl (2R,4S)-2-{[bis(4-bromobenzyloxy)phosphoryl]methyl}-4-(tosyloxy)pentanedioate 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: 60.0%

: 1312438-96-2
dimethyl (2R,4S)-2-{[bis(4-bromobenzyloxy)phosphoryl]methyl}-4-{[tert-butyl(dimethyl)silyl]oxy}pentanedioate

: 4124-41-8
p-toluenesulfonylanhydride

: 1312438-52-0
dimethyl (2R,4S)-2-{[bis(4-bromobenzyloxy)phosphoryl]methyl}-4-(tosyloxy)pentanedioate

Guidance literature:: dimethyl (2R,4S)-2-{[bis(4-bromobenzyloxy)phosphoryl]methyl}-4-{[tert-butyl(dimethyl)silyl]oxy}pentanedioate; With pyridine; hydrogen fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 5.5h;

With boric acid; potassium hydroxide; In tetrahydrofuran; water; pH=7; Cooling with ice;

p-toluenesulfonylanhydride; With pyridine; at 0 - 20 ℃;

Reference yield:

: 4224-69-5
methyl 2-(bromomethyl)propenoate

: 1312438-52-0
dimethyl (2R,4S)-2-{[bis(4-bromobenzyloxy)phosphoryl]methyl}-4-(tosyloxy)pentanedioate

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogenchloride; indium / water; methanol / 4 h / 5 - 35 °C

2.1: Nonafluorobutanesulfonyl fluoride; triethylamine; triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 20 h / 20 °C

3.1: Chiralpak IC / hexane; ethanol / 20 °C / Resolution of racemate

4.1: pyridine; hydrogen fluoride / tetrahydrofuran / 5.5 h / 0 - 20 °C

4.2: pH 7 / Cooling with ice

4.3: 0 - 20 °C

With pyridine; hydrogenchloride; indium; Nonafluorobutanesulfonyl fluoride; hydrogen fluoride; triethylamine tris(hydrogen fluoride); triethylamine; In tetrahydrofuran; methanol; ethanol; hexane; water;

Reference yield:

: 1312438-92-8
2-fluoro-4-methylenepentanedioic acid dimethyl ester

: 1312438-52-0
dimethyl (2R,4S)-2-{[bis(4-bromobenzyloxy)phosphoryl]methyl}-4-(tosyloxy)pentanedioate

Guidance literature:: Multi-step reaction with 2 steps

1.1: Chiralpak IC / hexane; ethanol / 20 °C / Resolution of racemate

2.1: pyridine; hydrogen fluoride / tetrahydrofuran / 5.5 h / 0 - 20 °C

2.2: pH 7 / Cooling with ice

2.3: 0 - 20 °C

With pyridine; hydrogen fluoride; In tetrahydrofuran; ethanol; hexane;