C₅₀H₄₉ClO₆

Base Information

• Chemical Name: C₅₀H₄₉ClO₆
• CAS No.: 1413373-21-3
• Molecular Formula: C₅₀H₄₉ClO₆
• Molecular Weight: 781.388
• Mol file: 1413373-21-3.mol

Synonyms:C₅₀H₄₉ClO₆

Chemical Property of C₅₀H₄₉ClO₆

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₅₀H₄₉ClO₆

There total 9 articles about C₅₀H₄₉ClO₆ 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: 86.0%

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene (461432-23-5) + (4R,5S,6R)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)-2-cyclohexen-1-one (110391-10-1) → C50H49ClO6 (1413373-21-3)

Guidance literature:

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene; With magnesium; ethylene dibromide; In tetrahydrofuran; for 1h; Inert atmosphere; Reflux;

(4R,5S,6R)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)-2-cyclohexen-1-one; In tetrahydrofuran; at 25 ℃; for 3h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; water;

Reference yield:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) → C50H49ClO6 (1413373-21-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: toluene; tetrahydrofuran / 3.67 h / 0 - 50 °C / Inert atmosphere

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1.25 h / -78 - -40 °C / Inert atmosphere

2.2: 2.25 h / -78 - 20 °C

3.1: L-proline / dimethyl sulfoxide / 8 h / 50 °C

4.1: pyridine; trichlorophosphate / 0 - 20 °C

5.1: magnesium / ethylene dibromide / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

5.2: 3 h / 25 °C / Inert atmosphere

With pyridine; oxalyl dichloride; magnesium; dimethyl sulfoxide; L-proline; trichlorophosphate; ethylene dibromide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; toluene;

Reference yield:

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one (13096-62-3) → C50H49ClO6 (1413373-21-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: -78 - 0 °C

1.3: cooling with ice

2.1: sodium tetrahydroborate / tetrahydrofuran / 20 °C

3.1: trifluoroacetic anhydride; dimethyl sulfoxide / dichloromethane / 1.5 h / -78 °C

3.2: -78 - 0 °C

4.1: potassium carbonate / 18-crown-6 ether / toluene / 20 °C

5.1: magnesium / ethylene dibromide / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

5.2: 3 h / 25 °C / Inert atmosphere

With sodium tetrahydroborate; n-butyllithium; potassium carbonate; magnesium; dimethyl sulfoxide; trifluoroacetic anhydride; 18-crown-6 ether; ethylene dibromide; In tetrahydrofuran; hexane; dichloromethane; toluene;

upstream raw materials:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene

(4R,5S,6R)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)-2-cyclohexen-1-one

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

Downstream raw materials:

C₅₀H₄₉ClO₅

C₅₀H₅₁ClO₆

C₅₀H₄₉ClO₆

C₅₀H₄₉ClF₂O₅

Refernces