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

Base Information

Chemical Name:dimethyl (2S,4R)-2-{[bis(benzyloxy)phosphoryl]methyl}-4-(tosyloxy)-pentanedioate
CAS No.:1312438-49-5
Molecular Formula:C₂₉H₃₃O₁₀PS
Molecular Weight:604.615
Hs Code.:

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

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

Chemical Property:

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

There total 10 articles about dimethyl (2S,4R)-2-{[bis(benzyloxy)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:

: 1312438-88-2
dimethyl (2S,4R)-2-{[bis(benzyloxy)phosphoryl]methyl}-4-{[tert-butyl(dimethyl)silyl]oxy}pentanedioate

: 4124-41-8
p-toluenesulfonylanhydride

: 1312438-49-5
dimethyl (2S,4R)-2-{[bis(benzyloxy)phosphoryl]methyl}-4-(tosyloxy)-pentanedioate

Guidance literature:: dimethyl (2S,4R)-2-{[bis(benzyloxy)phosphoryl]methyl}-4-{[tert-butyl(dimethyl)silyl]oxy}pentanedioate; With (1S)-10-camphorsulfonic acid; In methanol; at 20 ℃; for 17h;

p-toluenesulfonylanhydride; With pyridine; at 0 - 20 ℃; for 1.5h; Product distribution / selectivity;

Reference yield:

: 1312438-46-2
dimethyl (2RS,4R)-2-{[bis(benzyloxy)phosphoryl]methyl}-4-(tosyloxy)pentanedioate

: 1312438-50-8
dimethyl (2R,4R)-2-{[bis(benzyloxy)phosphoryl]methyl}-4-(tosyloxy)pentanedioate

: 1312438-49-5
dimethyl (2S,4R)-2-{[bis(benzyloxy)phosphoryl]methyl}-4-(tosyloxy)-pentanedioate

Guidance literature:: With Chiralcel OD-H; In ethanol; hexane; at 20 ℃; Product distribution / selectivity; Resolution of racemate;

Reference yield:

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

: 1312438-49-5
dimethyl (2S,4R)-2-{[bis(benzyloxy)phosphoryl]methyl}-4-(tosyloxy)-pentanedioate

Guidance literature:: Multi-step reaction with 5 steps

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

2.1: pyridinium p-toluenesulfonate / dichloromethane / 48 h / 20 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 90 °C / Microwave irradiation

4.1: pyridinium p-toluenesulfonate / methanol / 2 h / 55 °C

4.2: 16 h / 20 °C

5.1: Chiralcel OD-H / hexane; ethanol / 20 °C / Resolution of racemate

With hydrogenchloride; indium; pyridinium p-toluenesulfonate; potassium carbonate; In methanol; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide;