(4S,5S)-4-Ethyl-2,2,4-trimethyl-5-[4-(2-nitro-phenylselanyl)-butyl]-[1,3]dioxolane

Base Information

Chemical Name:(4S,5S)-4-Ethyl-2,2,4-trimethyl-5-[4-(2-nitro-phenylselanyl)-butyl]-[1,3]dioxolane
CAS No.:119614-96-9
Molecular Formula:C₁₈H₂₇NO₄Se
Molecular Weight:400.377
Hs Code.:

Synonyms:(4S,5S)-4-Ethyl-2,2,4-trimethyl-5-[4-(2-nitro-phenylselanyl)-butyl]-[1,3]dioxolane

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Chemical Property of (4S,5S)-4-Ethyl-2,2,4-trimethyl-5-[4-(2-nitro-phenylselanyl)-butyl]-[1,3]dioxolane

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Technology Process of (4S,5S)-4-Ethyl-2,2,4-trimethyl-5-[4-(2-nitro-phenylselanyl)-butyl]-[1,3]dioxolane

There total 2 articles about (4S,5S)-4-Ethyl-2,2,4-trimethyl-5-[4-(2-nitro-phenylselanyl)-butyl]-[1,3]dioxolane 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:

: 119614-93-6
methyl (5S,6S)-5,6-isopropylidenedioxy-6-methyloctanoate

: 119614-96-9
(4S,5S)-4-Ethyl-2,2,4-trimethyl-5-[4-(2-nitro-phenylselanyl)-butyl]-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) LAH; 2.) Na₂SO₄ / 1.) ether, 2.5 h, room temperature; 2.) room temperature, 12 h

2: 5.4 g / (n-Bu)3P / tetrahydrofuran / 5 h / Ambient temperature

With lithium aluminium tetrahydride; tributylphosphine; sodium sulfate; In tetrahydrofuran;
DOI:10.1016/S0040-4020(01)85826-9

Reference yield:

: 51694-22-5
ortho-nitrophenyl selenocyanate

: 119614-94-7
(5S,6S)-5,6-isopropylidenedioxy-6-methyl-1-octanol

: 119614-96-9
(4S,5S)-4-Ethyl-2,2,4-trimethyl-5-[4-(2-nitro-phenylselanyl)-butyl]-[1,3]dioxolane

Guidance literature:: With tributylphosphine; In tetrahydrofuran; for 5h; Ambient temperature;
DOI:10.1016/S0040-4020(01)85826-9

Reference yield:

: 119614-96-9
(4S,5S)-4-Ethyl-2,2,4-trimethyl-5-[4-(2-nitro-phenylselanyl)-butyl]-[1,3]dioxolane

: 17793-96-3,17941-67-2,17941-68-3,17941-69-4,17941-70-7,22329-85-7,22329-86-8,22329-87-9,22395-76-2,23314-84-3,23314-95-6,23314-97-8,23314-99-0,25506-76-7,25506-77-8,25506-78-9,25506-79-0,25506-80-3,25506-81-4,33212-31-6,33262-11-2,33262-12-3,84847-83-6,84847-84-7,84847-85-8,13804-51-8
methyl (2E,6E,10R,11S)-10,11-epoxy-7-ethyl-3,11-dimethyl-2,6-tridecanoate

Guidance literature:: Multi-step reaction with 14 steps

1: 79 percent / 35percent H₂O₂ / tetrahydrofuran / 2.5 h / Ambient temperature

2: 2.8 g / Br₂ / CCl₄ / 2 h / 0 - 10 °C

3: 50 percent / NaNH₂ / tetrahydrofuran / 1.) -70 deg C to -60 deg C, 3 h, 2.) -33 deg C

4: 1.) n-BuLi / 1.) THF, n-hexane, 0 deg C, 1 h; 2.) THF, -78 deg C, 1 h, then r.t., 2.5 h

5: 1.) NaOH / 1.) MeOH, room temperature, 30 min; 2.) room temperature, 4 h

6: 1.) CuI / 1.) THF, -70 deg C to -60 deg C, 10 min; 2.) -78 deg C, 2 h, then room temperature, 1 h

7: 523 mg / DIBAL-H / hexane / 0.5 h / 0 °C

9: 1.) NaH, n-BuLi / 1.) THF, hexane, 0 deg C, 20 min; 2.) THF, -5 deg C, 2h

10: 233 mg / NaH / tetrahydrofuran / 2 h / Ambient temperature

11: diethyl ether / 1.5 h / -70 °C

12: 98.8 percent / aq. acetic acid / 6 h / 50 °C

13: 55.7 mg / Et₃N / CH₂Cl₂ / 1 h / 0 °C

14: 79 percent / NaOMe / methanol / 0.17 h / 0 °C

With sodium hydroxide; copper(l) iodide; n-butyllithium; dihydrogen peroxide; bromine; sodium methylate; sodium hydride; diisobutylaluminium hydride; sodium amide; triethylamine; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; hexane; dichloromethane; acetic acid;
DOI:10.1016/S0040-4020(01)85826-9