ethyl (4S)-(2Z)-4-benzyloxy-3-(diethylphosphoryl)-7-methyl-6-[(2-tetrahydropyranyloxy)methyl]-2,6-octadienoate

Base Information

Chemical Name:ethyl (4S)-(2Z)-4-benzyloxy-3-(diethylphosphoryl)-7-methyl-6-[(2-tetrahydropyranyloxy)methyl]-2,6-octadienoate
CAS No.:351386-50-0
Molecular Formula:C₂₈H₄₃O₈P
Molecular Weight:538.618
Hs Code.:

Synonyms:ethyl (4S)-(2Z)-4-benzyloxy-3-(diethylphosphoryl)-7-methyl-6-[(2-tetrahydropyranyloxy)methyl]-2,6-octadienoate

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Chemical Property of ethyl (4S)-(2Z)-4-benzyloxy-3-(diethylphosphoryl)-7-methyl-6-[(2-tetrahydropyranyloxy)methyl]-2,6-octadienoate

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Technology Process of ethyl (4S)-(2Z)-4-benzyloxy-3-(diethylphosphoryl)-7-methyl-6-[(2-tetrahydropyranyloxy)methyl]-2,6-octadienoate

There total 5 articles about ethyl (4S)-(2Z)-4-benzyloxy-3-(diethylphosphoryl)-7-methyl-6-[(2-tetrahydropyranyloxy)methyl]-2,6-octadienoate 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: 51.0%

: 351386-48-6
ethyl (4S)-4-benzyloxy-7-methyl-3-oxo-6-[(2-tetrahydropyranyloxy)methyl]-6-octenoate

: 814-49-3
diethyl chlorophosphate

: 351386-50-0
ethyl (4S)-(2Z)-4-benzyloxy-3-(diethylphosphoryl)-7-methyl-6-[(2-tetrahydropyranyloxy)methyl]-2,6-octadienoate

: ethyl (4S)-(2E)-4-benzyloxy-3-(diethylphosphoryl)-7-methyl-6-[(2-tetrahydropyranyloxy)methyl]-2,6-octadienoate

Guidance literature:: ethyl (4S)-4-benzyloxy-7-methyl-3-oxo-6-[(2-tetrahydropyranyloxy)methyl]-6-octenoate; With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 0.05h;

diethyl chlorophosphate; In tetrahydrofuran; at 20 ℃; for 0.333333h; Further stages.;
DOI:10.1039/b010101j

Reference yield:

: 351386-46-4
isopropyl (2S)-2-benzyloxy-5-methyl-4-[(-2-tetrahydropyranyloxy)methyl]-4-hexenoate

: 351386-50-0
ethyl (4S)-(2Z)-4-benzyloxy-3-(diethylphosphoryl)-7-methyl-6-[(2-tetrahydropyranyloxy)methyl]-2,6-octadienoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: hexamethyldisilazane; BuLi / hexane; tetrahydrofuran / 0.17 h / -70 °C

1.2: TMEDA / hexane; tetrahydrofuran / 0.67 h

2.1: tBuOK / tetrahydrofuran / 0.05 h / 20 °C

2.2: 51 percent / tetrahydrofuran / 0.33 h / 20 °C

With n-butyllithium; potassium tert-butylate; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; hexane;
DOI:10.1039/b010101j

Reference yield:

: 351386-44-2
isopropyl (2S)-2-hydroxy-5-methyl-4-[(2-tetrahydropyranyloxy)methyl]-4-hexenoate

: 351386-50-0
ethyl (4S)-(2Z)-4-benzyloxy-3-(diethylphosphoryl)-7-methyl-6-[(2-tetrahydropyranyloxy)methyl]-2,6-octadienoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 89 percent / tBuOK; Bu₄NI / tetrahydrofuran / 0.5 h / 20 °C

2.1: hexamethyldisilazane; BuLi / hexane; tetrahydrofuran / 0.17 h / -70 °C

2.2: TMEDA / hexane; tetrahydrofuran / 0.67 h

3.1: tBuOK / tetrahydrofuran / 0.05 h / 20 °C

3.2: 51 percent / tetrahydrofuran / 0.33 h / 20 °C

With n-butyllithium; potassium tert-butylate; tetra-(n-butyl)ammonium iodide; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; hexane;
DOI:10.1039/b010101j