(5S)-5-ethenyl-1-[4-iodo-2-formylphenyl]-2-pyrrolidinol

Base Information

• Chemical Name: (5S)-5-ethenyl-1-[4-iodo-2-formylphenyl]-2-pyrrolidinol
• CAS No.: 936114-51-1
• Molecular Formula: C₁₃H₁₂INO₂
• Molecular Weight: 341.148
• Mol file: 936114-51-1.mol

Synonyms:(5S)-5-ethenyl-1-[4-iodo-2-formylphenyl]-2-pyrrolidinol

Chemical Property of (5S)-5-ethenyl-1-[4-iodo-2-formylphenyl]-2-pyrrolidinol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5S)-5-ethenyl-1-[4-iodo-2-formylphenyl]-2-pyrrolidinol

There total 14 articles about (5S)-5-ethenyl-1-[4-iodo-2-formylphenyl]-2-pyrrolidinol 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: 90.0%

(5S)-5-ethenyl-1-[4-iodo-2-(hydroxymethyl)phenyl]-2-pyrrolidinone (936114-93-1) → (5S)-5-ethenyl-1-[4-iodo-2-formylphenyl]-2-pyrrolidinol (936114-51-1)

Guidance literature:

With manganese(IV) oxide; In dichloromethane;

DOI:10.1016/j.tetlet.2007.02.008

Reference yield:

(S)-Pyroglutaminol (17342-08-4) → (5S)-5-ethenyl-1-[4-iodo-2-formylphenyl]-2-pyrrolidinol (936114-51-1)

Guidance literature:

Multi-step reaction with 12 steps

1.1: 75 percent / Et₃N / CH₂Cl₂

2.1: 95 percent / dimethylsulfoxide

3.1: 55 percent / H₂SO₄; H₂O

4.1: 90 percent / NaBH₄ / methanol

5.1: 95 percent / imidazole / dimethylformamide

6.1: 61 percent / xantphos; Cs₂CO₃ / Pd₂dba3 / dioxane

7.1: 90 percent / H₂ / Pd/C / ethanol

8.1: n-C₅H₁₁ONO; CH₂I₂

9.1: TBAF / tetrahydrofuran

10.1: o-NO₂C₆H₄SeCN; PBu₃ / tetrahydrofuran

10.2: 85 percent / H₂O₂ / tetrahydrofuran

11.1: 80 percent / LiBH₄ / methanol / 0 °C

12.1: 90 percent / MnO₂ / CH₂Cl₂

With 1H-imidazole; manganese(IV) oxide; sodium tetrahydroborate; lithium borohydride; ortho-nitrophenyl selenocyanate; diiodomethane; n-Amyl nitrite; tributylphosphine; sulfuric acid; tetrabutyl ammonium fluoride; water; hydrogen; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2007.02.008

Reference yield:

methyl 5-nitro-2-[(5S)-5-{[(tert-butyl)dimethylsilyloxyethyl]}-2-oxo-1-pyrrolidinyl]benzoate (936114-10-2) → (5S)-5-ethenyl-1-[4-iodo-2-formylphenyl]-2-pyrrolidinol (936114-51-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 90 percent / H₂ / Pd/C / ethanol

2.1: n-C₅H₁₁ONO; CH₂I₂

3.1: TBAF / tetrahydrofuran

4.1: o-NO₂C₆H₄SeCN; PBu₃ / tetrahydrofuran

4.2: 85 percent / H₂O₂ / tetrahydrofuran

5.1: 80 percent / LiBH₄ / methanol / 0 °C

6.1: 90 percent / MnO₂ / CH₂Cl₂

With manganese(IV) oxide; lithium borohydride; ortho-nitrophenyl selenocyanate; diiodomethane; n-Amyl nitrite; tributylphosphine; tetrabutyl ammonium fluoride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane;

DOI:10.1016/j.tetlet.2007.02.008

upstream raw materials:

(5S)-5-ethenyl-1-[4-iodo-2-(hydroxymethyl)phenyl]-2-pyrrolidinone

methyl 5-iodo-2-[(5S)-5-(ethenyl)-2-oxo-1-pyrrolidinyl]benzoate

methyl 5-iodo-2-[(5S)-5-(hydroxyethyl)-2-oxo-1-pyrrolidinyl]benzoate

methyl 5-amino-2-[(5S)-5-{[(tert-butyl)dimethylsilyiloxyethyl]}-2-oxo-1-pyrrolidinyl]benzoate

Downstream raw materials:

(3aS,3bS,11bS)-10-iodo-1,2,3,3a,4,5,11b-octahydro-1-(phenylmethyl)-6H-dipyrrolo[1,2-a:3’,2’-c]-quinolin-6-one