(S)-3-((R)-1-Hydroxymethyl-3-phenylselanyl-propyl)-hex-5-enenitrile

Base Information

Chemical Name:(S)-3-((R)-1-Hydroxymethyl-3-phenylselanyl-propyl)-hex-5-enenitrile
CAS No.:81525-29-3
Molecular Formula:C₁₆H₂₁NOSe
Molecular Weight:322.309
Hs Code.:

Synonyms:

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Chemical Property of (S)-3-((R)-1-Hydroxymethyl-3-phenylselanyl-propyl)-hex-5-enenitrile

Chemical Property:

Purity/Quality:

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Technology Process of (S)-3-((R)-1-Hydroxymethyl-3-phenylselanyl-propyl)-hex-5-enenitrile

There total 12 articles about (S)-3-((R)-1-Hydroxymethyl-3-phenylselanyl-propyl)-hex-5-enenitrile 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

: 81525-29-3
(S)-3-((R)-1-Hydroxymethyl-3-phenylselanyl-propyl)-hex-5-enenitrile

Guidance literature:: Multi-step reaction with 8 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

8: 1) ClCO₂Et, NEt₃, 2) NaBH₄

With potassium hydroxide; sodium tetrahydroborate; sodium periodate; iodine; chloroformic acid ethyl ester; sodium hydrogencarbonate; triethylamine; 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

: 81525-29-3
(S)-3-((R)-1-Hydroxymethyl-3-phenylselanyl-propyl)-hex-5-enenitrile

Guidance literature:: Multi-step reaction with 12 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

12: 1) ClCO₂Et, NEt₃, 2) NaBH₄

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

Reference yield:

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

: 81525-29-3
(S)-3-((R)-1-Hydroxymethyl-3-phenylselanyl-propyl)-hex-5-enenitrile

Guidance literature:: Multi-step reaction with 9 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

9: 1) ClCO₂Et, NEt₃, 2) NaBH₄

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