1-((benzyloxy)methyl)-4-(((2R,3R)-3-methyl-3-((R)-3-((2S,5S)-2-methyl-5-(2-((triethylsilyl)oxy)propan-2-yl)tetrahydrofuran-2-yl)-3-((triethylsilyl)oxy)propyl)oxiran-2-yl)methyl)-2-nitro-1H-pyrrole

Base Information

• Chemical Name: 1-((benzyloxy)methyl)-4-(((2R,3R)-3-methyl-3-((R)-3-((2S,5S)-2-methyl-5-(2-((triethylsilyl)oxy)propan-2-yl)tetrahydrofuran-2-yl)-3-((triethylsilyl)oxy)propyl)oxiran-2-yl)methyl)-2-nitro-1H-pyrrole
• CAS No.: 1514894-35-9
• Molecular Formula: C₃₉H₆₆N₂O₇Si₂
• Molecular Weight: 731.133

Synonyms:1-((benzyloxy)methyl)-4-(((2R,3R)-3-methyl-3-((R)-3-((2S,5S)-2-methyl-5-(2-((triethylsilyl)oxy)propan-2-yl)tetrahydrofuran-2-yl)-3-((triethylsilyl)oxy)propyl)oxiran-2-yl)methyl)-2-nitro-1H-pyrrole

Chemical Property of 1-((benzyloxy)methyl)-4-(((2R,3R)-3-methyl-3-((R)-3-((2S,5S)-2-methyl-5-(2-((triethylsilyl)oxy)propan-2-yl)tetrahydrofuran-2-yl)-3-((triethylsilyl)oxy)propyl)oxiran-2-yl)methyl)-2-nitro-1H-pyrrole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 1-((benzyloxy)methyl)-4-(((2R,3R)-3-methyl-3-((R)-3-((2S,5S)-2-methyl-5-(2-((triethylsilyl)oxy)propan-2-yl)tetrahydrofuran-2-yl)-3-((triethylsilyl)oxy)propyl)oxiran-2-yl)methyl)-2-nitro-1H-pyrrole

There total 17 articles about 1-((benzyloxy)methyl)-4-(((2R,3R)-3-methyl-3-((R)-3-((2S,5S)-2-methyl-5-(2-((triethylsilyl)oxy)propan-2-yl)tetrahydrofuran-2-yl)-3-((triethylsilyl)oxy)propyl)oxiran-2-yl)methyl)-2-nitro-1H-pyrrole 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: 80.0%

1-((benzyloxy)methyl)-4-((R,E)-3-methyl-6-((2S,5S)-2-methyl-5-(2-((triethylsilyl)oxy)propan-2-yl)tetrahydrofuran-2-yl)-6-((triethylsilyl)oxy)hex-2-en-1-yl)-2-nitro-1H-pyrrole → 1-((benzyloxy)methyl)-4-(((2R,3R)-3-methyl-3-((R)-3-((2S,5S)-2-methyl-5-(2-((triethylsilyl)oxy)propan-2-yl)tetrahydrofuran-2-yl)-3-((triethylsilyl)oxy)propyl)oxiran-2-yl)methyl)-2-nitro-1H-pyrrole (1514894-35-9)

Guidance literature:

With Oxone; Shi's ketone; sodium tetraborate decahydrate; tetra(n-butyl)ammonium hydrogensulfate; disodium ethylenediaminetetraacetic acid; potassium carbonate; In water; acetonitrile; at 0 ℃; for 2h; stereoselective reaction;

DOI:10.1021/ol403246j

Reference yield:

1-benzyloxymethyl-2-nitro-4-vinylpyrrole (1514894-14-4) → 1-((benzyloxy)methyl)-4-(((2R,3R)-3-methyl-3-((R)-3-((2S,5S)-2-methyl-5-(2-((triethylsilyl)oxy)propan-2-yl)tetrahydrofuran-2-yl)-3-((triethylsilyl)oxy)propyl)oxiran-2-yl)methyl)-2-nitro-1H-pyrrole (1514894-35-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sulfuric acid / acetonitrile; water / 0.33 h

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.25 h / -78 °C

2.2: -78 - 20 °C

3.1: potassium carbonate; disodium ethylenediaminetetraacetic acid; sodium tetraborate decahydrate; tetra(n-butyl)ammonium hydrogensulfate; Shi's ketone; Oxone / acetonitrile; water / 2 h / 0 °C

With Oxone; Shi's ketone; sodium tetraborate decahydrate; sulfuric acid; tetra(n-butyl)ammonium hydrogensulfate; sodium hexamethyldisilazane; disodium ethylenediaminetetraacetic acid; potassium carbonate; In tetrahydrofuran; water; acetonitrile; 2.1: |Julia-Kocienski Olefination / 2.2: |Julia-Kocienski Olefination;

DOI:10.1021/ol403246j

Reference yield:

1-benzyloxymethyl-2-nitro-4-iodopyrrole (1514894-10-0) → 1-((benzyloxy)methyl)-4-(((2R,3R)-3-methyl-3-((R)-3-((2S,5S)-2-methyl-5-(2-((triethylsilyl)oxy)propan-2-yl)tetrahydrofuran-2-yl)-3-((triethylsilyl)oxy)propyl)oxiran-2-yl)methyl)-2-nitro-1H-pyrrole (1514894-35-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide

2.1: sulfuric acid / acetonitrile; water / 0.33 h

3.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.25 h / -78 °C

3.2: -78 - 20 °C

4.1: potassium carbonate; disodium ethylenediaminetetraacetic acid; sodium tetraborate decahydrate; tetra(n-butyl)ammonium hydrogensulfate; Shi's ketone; Oxone / acetonitrile; water / 2 h / 0 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; Oxone; Shi's ketone; sodium tetraborate decahydrate; sulfuric acid; tetra(n-butyl)ammonium hydrogensulfate; sodium hexamethyldisilazane; disodium ethylenediaminetetraacetic acid; potassium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile; 1.1: |Stille Cross Coupling / 3.1: |Julia-Kocienski Olefination / 3.2: |Julia-Kocienski Olefination;

DOI:10.1021/ol403246j

upstream raw materials:

1-benzyloxymethyl-2-nitro-4-iodopyrrole

1-benzyloxymethyl-2-nitro-4-vinylpyrrole

2-(1-((benzyloxy)methyl)-5-nitro-1H-pyrrol-3-yl)acetaldehyde

(2R,3R)-3-methyl-3-(4-methyl-3-pentenyl)oxiranemethanol

Downstream raw materials:

C₂₇H₃₈N₂O₇

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