phenyl 4-O-benzyl-2-O-methyl-3,6-di-O-pentyl-1-thio-β-D-glucopyranose

Base Information

• Chemical Name: phenyl 4-O-benzyl-2-O-methyl-3,6-di-O-pentyl-1-thio-β-D-glucopyranose
• CAS No.: 322472-90-2
• Molecular Formula: C₃₀H₄₄O₅S
• Molecular Weight: 516.742
• Mol file: 322472-90-2.mol

Synonyms:phenyl 4-O-benzyl-2-O-methyl-3,6-di-O-pentyl-1-thio-β-D-glucopyranose

Chemical Property of phenyl 4-O-benzyl-2-O-methyl-3,6-di-O-pentyl-1-thio-β-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 4-O-benzyl-2-O-methyl-3,6-di-O-pentyl-1-thio-β-D-glucopyranose

There total 4 articles about phenyl 4-O-benzyl-2-O-methyl-3,6-di-O-pentyl-1-thio-β-D-glucopyranose 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%

1-Bromopentane (110-53-2) + phenyl 4-O-benzyl-2-O-methyl-3-O-pentyl-1-thio-β-D-glucopyranose (322472-85-5) → phenyl 4-O-benzyl-2-O-methyl-3,6-di-O-pentyl-1-thio-β-D-glucopyranose (322472-90-2)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 4h; Heating;

DOI:10.1016/S0957-4166(00)00396-7

Reference yield:

1-Bromopentane (110-53-2) → phenyl 4-O-benzyl-2-O-methyl-3,6-di-O-pentyl-1-thio-β-D-glucopyranose (322472-90-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / NaH / tetrahydrofuran / 5 h / Heating

2: 93 percent / LiAlH₄; AlCl₃ / diethyl ether; CH₂Cl₂ / 1.5 h / Heating

3: 86 percent / NaH / tetrahydrofuran / 4 h / Heating

With lithium aluminium tetrahydride; aluminium trichloride; sodium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Alkylation / 2: Reductive ring cleavage / 3: Alkylation;

DOI:10.1016/S0957-4166(00)00396-7

Reference yield:

phenyl 4,6-O-benzylidene-2-O-methyl-1-thio-β-D-glucopyranose (322472-69-5) → phenyl 4-O-benzyl-2-O-methyl-3,6-di-O-pentyl-1-thio-β-D-glucopyranose (322472-90-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / NaH / tetrahydrofuran / 5 h / Heating

2: 93 percent / LiAlH₄; AlCl₃ / diethyl ether; CH₂Cl₂ / 1.5 h / Heating

3: 86 percent / NaH / tetrahydrofuran / 4 h / Heating

With lithium aluminium tetrahydride; aluminium trichloride; sodium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Alkylation / 2: Reductive ring cleavage / 3: Alkylation;

DOI:10.1016/S0957-4166(00)00396-7

upstream raw materials:

1-Bromopentane

phenyl 4-O-benzyl-2-O-methyl-3-O-pentyl-1-thio-β-D-glucopyranose

phenyl 4,6-O-benzylidene-2-O-methyl-1-thio-β-D-glucopyranose

phenyl 4,6-O-benzylidene-2-O-methyl-3-O-pentyl-1-thio-β-D-glucopyranose

Downstream raw materials:

phenyl 2-O-methyl-3,6-di-O-pentyl-1-thio-β-D-glucopyranose