(2R,3R)-bis(2-iodo-3-nitrophenoxyl)butane

Base Information

• Chemical Name: (2R,3R)-bis(2-iodo-3-nitrophenoxyl)butane
• CAS No.: 1450903-80-6
• Molecular Formula: C₁₆H₁₄I₂N₂O₆
• Molecular Weight: 584.106
• Mol file: 1450903-80-6.mol

Synonyms:

Chemical Property of (2R,3R)-bis(2-iodo-3-nitrophenoxyl)butane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-bis(2-iodo-3-nitrophenoxyl)butane

There total 1 articles about (2R,3R)-bis(2-iodo-3-nitrophenoxyl)butane 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:

2-iodo-3-nitrophenol (197243-48-4) + (2S,3S)-bis(4-methylbenzenesulfonyl)butane (74839-83-1) → (2R,3R)-bis(2-iodo-3-nitrophenoxyl)butane (1450903-80-6)

Guidance literature:

2-iodo-3-nitrophenol; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;

(2S,3S)-bis(4-methylbenzenesulfonyl)butane; In N,N-dimethyl-formamide; at 20 - 80 ℃; for 14.5h; Inert atmosphere;

DOI:10.1021/jo401240k

Reference yield:

(2R,3R)-bis(2-iodo-3-nitrophenoxyl)butane (1450903-80-6) → (S,S,S,S)-1,2-bis(16-(benzyloxy)-8,9-bis(methoxymethoxy)tetraphenylen-1-yloxy)ethane

Guidance literature:

Multi-step reaction with 10 steps

1.1: copper / N,N-dimethyl-formamide / 10 h / 160 °C

2.1: pyrographite; iron(III) chloride / methanol / 1 h / Reflux

2.2: 3 h

3.1: sodium nitrite; sulfuric acid / dimethyl sulfoxide / 0.25 h / 5 °C

3.2: 2 h / 20 - 80 °C

4.1: n-butyllithium / diethyl ether; hexane / 2 h / -78 °C / Inert atmosphere

4.2: 2 h / -50 °C / Inert atmosphere

4.3: 2 h / -78 °C

5.1: boron tribromide / dichloromethane / 0 - 20 °C / Inert atmosphere

6.1: caesium carbonate / dimethyl sulfoxide / 15 - 80 °C

7.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

7.2: 2 h / Inert atmosphere

8.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 2 h

9.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

9.2: 3 h / Inert atmosphere

10.1: potassium carbonate / acetone / Reflux

With iron(III) chloride; n-butyllithium; sulfuric acid; palladium 10% on activated carbon; hydrogen; boron tribromide; copper; sodium hydride; potassium carbonate; pyrographite; caesium carbonate; sodium nitrite; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; 1.1: |Ullmann Condensation / 3.1: |Sandmeyer Reaction / 3.2: |Sandmeyer Reaction;

DOI:10.1021/jo401240k

Reference yield:

(2R,3R)-bis(2-iodo-3-nitrophenoxyl)butane (1450903-80-6) → (S,S)-1-(benzyloxy)-16-(2-bromoethoxy)-8,9-bis(methoxymethoxy)tetraphenylene

Guidance literature:

Multi-step reaction with 10 steps

1.1: copper / N,N-dimethyl-formamide / 10 h / 160 °C

2.1: pyrographite; iron(III) chloride / methanol / 1 h / Reflux

2.2: 3 h

3.1: sodium nitrite; sulfuric acid / dimethyl sulfoxide / 0.25 h / 5 °C

3.2: 2 h / 20 - 80 °C

4.1: n-butyllithium / diethyl ether; hexane / 2 h / -78 °C / Inert atmosphere

4.2: 2 h / -50 °C / Inert atmosphere

4.3: 2 h / -78 °C

5.1: boron tribromide / dichloromethane / 0 - 20 °C / Inert atmosphere

6.1: caesium carbonate / dimethyl sulfoxide / 15 - 80 °C

7.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

7.2: 2 h / Inert atmosphere

8.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 2 h

9.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

9.2: 3 h / Inert atmosphere

10.1: potassium carbonate / acetone / 1 h / Inert atmosphere; Reflux

With iron(III) chloride; n-butyllithium; sulfuric acid; palladium 10% on activated carbon; hydrogen; boron tribromide; copper; sodium hydride; potassium carbonate; pyrographite; caesium carbonate; sodium nitrite; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; 1.1: |Ullmann Condensation / 3.1: |Sandmeyer Reaction / 3.2: |Sandmeyer Reaction;

DOI:10.1021/jo401240k

upstream raw materials:

2-iodo-3-nitrophenol

(2S,3S)-bis(4-methylbenzenesulfonyl)butane