(2R,3S)-3-Cyanomethyl-2-(2-phenylselanyl-ethyl)-hex-5-enoic acid

Base Information

Chemical Name:(2R,3S)-3-Cyanomethyl-2-(2-phenylselanyl-ethyl)-hex-5-enoic acid
CAS No.:81525-28-2
Molecular Formula:C₁₆H₁₉NO₂Se
Molecular Weight:336.292
Hs Code.:

Synonyms:

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Chemical Property of (2R,3S)-3-Cyanomethyl-2-(2-phenylselanyl-ethyl)-hex-5-enoic acid

Chemical Property:

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Technology Process of (2R,3S)-3-Cyanomethyl-2-(2-phenylselanyl-ethyl)-hex-5-enoic acid

There total 11 articles about (2R,3S)-3-Cyanomethyl-2-(2-phenylselanyl-ethyl)-hex-5-enoic acid 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:

: 80758-91-4
(4R)-4-allyldihydrofuran-2(3H)-one

: 81525-28-2
(2R,3S)-3-Cyanomethyl-2-(2-phenylselanyl-ethyl)-hex-5-enoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 70 percent / LDA / tetrahydrofuran / -78 °C

2: dimethylformamide / Heating

3: I₂, KI, aq. NaHCO₃ / Ambient temperature

4: aq. KOH

5: 1) aq. KOH, 2) aq. NaIO₄

6: NaBH₄

7: tetrahydrofuran / Heating

With potassium hydroxide; sodium tetrahydroborate; sodium periodate; iodine; sodium hydrogencarbonate; potassium iodide; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1039/c39810001155

Reference yield:

: 75652-70-9
(+)-(3R,5S)-3-allyl-5-trityloxymethyltetrahydrofuran-2-one

: 81525-28-2
(2R,3S)-3-Cyanomethyl-2-(2-phenylselanyl-ethyl)-hex-5-enoic acid

Guidance literature:: Multi-step reaction with 11 steps

1: LiAlH₄ / tetrahydrofuran / Heating

2: conc. HCl / methanol / Ambient temperature

3: NaIO₄

4: Jones' reagent

5: 70 percent / LDA / tetrahydrofuran / -78 °C

6: dimethylformamide / Heating

7: I₂, KI, aq. NaHCO₃ / Ambient temperature

8: aq. KOH

9: 1) aq. KOH, 2) aq. NaIO₄

10: NaBH₄

11: tetrahydrofuran / Heating

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; jones' reagent; iodine; sodium hydrogencarbonate; potassium iodide; lithium diisopropyl amide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1039/c39810001155

Reference yield:

: tetrahydro-5-hydroxy-3(R)-allylfuran

: 81525-28-2
(2R,3S)-3-Cyanomethyl-2-(2-phenylselanyl-ethyl)-hex-5-enoic acid

Guidance literature:: Multi-step reaction with 8 steps

1: Jones' reagent

2: 70 percent / LDA / tetrahydrofuran / -78 °C

3: dimethylformamide / Heating

4: I₂, KI, aq. NaHCO₃ / Ambient temperature

5: aq. KOH

6: 1) aq. KOH, 2) aq. NaIO₄

7: NaBH₄

8: tetrahydrofuran / Heating

With potassium hydroxide; sodium tetrahydroborate; sodium periodate; jones' reagent; iodine; sodium hydrogencarbonate; potassium iodide; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1039/c39810001155