(2E)-5-<(4S,5R)-4-Ethyl-2,2,5-trimethyl-1,3-dioxolan-4-yl>-1-(4-methoxyphenyl)-pent-2-en-1-one

Base Information

Chemical Name:(2E)-5-<(4S,5R)-4-Ethyl-2,2,5-trimethyl-1,3-dioxolan-4-yl>-1-(4-methoxyphenyl)-pent-2-en-1-one
CAS No.:151255-01-5
Molecular Formula:C₂₀H₂₈O₄
Molecular Weight:332.44
Hs Code.:

Synonyms:(2E)-5-<(4S,5R)-4-Ethyl-2,2,5-trimethyl-1,3-dioxolan-4-yl>-1-(4-methoxyphenyl)-pent-2-en-1-one

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Chemical Property of (2E)-5-<(4S,5R)-4-Ethyl-2,2,5-trimethyl-1,3-dioxolan-4-yl>-1-(4-methoxyphenyl)-pent-2-en-1-one

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Technology Process of (2E)-5-<(4S,5R)-4-Ethyl-2,2,5-trimethyl-1,3-dioxolan-4-yl>-1-(4-methoxyphenyl)-pent-2-en-1-one

There total 11 articles about (2E)-5-<(4S,5R)-4-Ethyl-2,2,5-trimethyl-1,3-dioxolan-4-yl>-1-(4-methoxyphenyl)-pent-2-en-1-one 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:

: 151254-95-4
3-O-Benzyl-5-deoxy-3-C-ethyl-α-D-ribofuranose

: 151255-01-5
(2E)-5-<(4S,5R)-4-Ethyl-2,2,5-trimethyl-1,3-dioxolan-4-yl>-1-(4-methoxyphenyl)-pent-2-en-1-one

Guidance literature:: Multi-step reaction with 7 steps

1: 97 percent / Pb(OAc)4 / benzene / 0.5 h / Ambient temperature

2: 77 percent / 1,2-dichloro-ethane / 24 h / 60 - 70 °C

3: 1) H₂, 2) K₂CO₃ / 1) 10percent Pd/C / 1) MeOH, 24 h, 2) 1 h

4: 100 percent / LiAlH₄ / diethyl ether / 5 h / 0 °C

5: 100 percent / CSA / 3 h / Ambient temperature

6: 94 percent / pyridinium chlorochromate, NaOAc, 3A molecular sieves / CH₂Cl₂ / 0.5 h / Ambient temperature

7: 1) NaH / 1) THF, 20 min, r.t., 2) THF, 2 h, r.t.

With lead(IV) acetate; lithium aluminium tetrahydride; 3 A molecular sieve; camphor-10-sulfonic acid; hydrogen; sodium acetate; sodium hydride; potassium carbonate; pyridinium chlorochromate; palladium on activated charcoal; In diethyl ether; dichloromethane; 1,2-dichloro-ethane; benzene;
DOI:10.1016/S0040-4020(01)87184-2

Reference yield:

: 5-Deoxy-1,2-O-(1-methylethylidene)-3-C-vinyl-α-D-ribofuranose

: 151255-01-5
(2E)-5-<(4S,5R)-4-Ethyl-2,2,5-trimethyl-1,3-dioxolan-4-yl>-1-(4-methoxyphenyl)-pent-2-en-1-one

Guidance literature:: Multi-step reaction with 10 steps

1: 100 percent / H₂ / 10percent Pd/C / ethyl acetate / 2 h

2: 1) NaH, 2) Et₂NH / 1) DMF, 7 h, r.t., 2) 5 h, r.t.

3: 99 percent / 4N HCl / tetrahydrofuran / 24 h / Ambient temperature

4: 97 percent / Pb(OAc)4 / benzene / 0.5 h / Ambient temperature

5: 77 percent / 1,2-dichloro-ethane / 24 h / 60 - 70 °C

6: 1) H₂, 2) K₂CO₃ / 1) 10percent Pd/C / 1) MeOH, 24 h, 2) 1 h

7: 100 percent / LiAlH₄ / diethyl ether / 5 h / 0 °C

8: 100 percent / CSA / 3 h / Ambient temperature

9: 94 percent / pyridinium chlorochromate, NaOAc, 3A molecular sieves / CH₂Cl₂ / 0.5 h / Ambient temperature

10: 1) NaH / 1) THF, 20 min, r.t., 2) THF, 2 h, r.t.

With lead(IV) acetate; hydrogenchloride; lithium aluminium tetrahydride; 3 A molecular sieve; camphor-10-sulfonic acid; hydrogen; sodium acetate; sodium hydride; potassium carbonate; diethylamine; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; benzene;
DOI:10.1016/S0040-4020(01)87184-2

Reference yield:

: (2R,3R)-Benzyloxy-2-ethyl-formyloxybutanal

: 151255-01-5
(2E)-5-<(4S,5R)-4-Ethyl-2,2,5-trimethyl-1,3-dioxolan-4-yl>-1-(4-methoxyphenyl)-pent-2-en-1-one

Guidance literature:: Multi-step reaction with 6 steps

1: 77 percent / 1,2-dichloro-ethane / 24 h / 60 - 70 °C

2: 1) H₂, 2) K₂CO₃ / 1) 10percent Pd/C / 1) MeOH, 24 h, 2) 1 h

3: 100 percent / LiAlH₄ / diethyl ether / 5 h / 0 °C

4: 100 percent / CSA / 3 h / Ambient temperature

5: 94 percent / pyridinium chlorochromate, NaOAc, 3A molecular sieves / CH₂Cl₂ / 0.5 h / Ambient temperature

6: 1) NaH / 1) THF, 20 min, r.t., 2) THF, 2 h, r.t.

With lithium aluminium tetrahydride; 3 A molecular sieve; camphor-10-sulfonic acid; hydrogen; sodium acetate; sodium hydride; potassium carbonate; pyridinium chlorochromate; palladium on activated charcoal; In diethyl ether; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4020(01)87184-2