2,6-di-tert-butyl-4-methylphenyl 2,4,6-trideoxy-3,5-O-(S)-(p-methoxybenzylidene)-2,4,6-tri-C-methyl-L-glycero-L-ido-hepturonate trimethylene dithioacetal

Base Information

• Chemical Name: 2,6-di-tert-butyl-4-methylphenyl 2,4,6-trideoxy-3,5-O-(S)-(p-methoxybenzylidene)-2,4,6-tri-C-methyl-L-glycero-L-ido-hepturonate trimethylene dithioacetal
• CAS No.: 129929-21-1
• Molecular Formula: C₃₆H₅₂O₅S₂
• Molecular Weight: 628.938
• Mol file: 129929-21-1.mol

Synonyms:2,6-di-tert-butyl-4-methylphenyl 2,4,6-trideoxy-3,5-O-(S)-(p-methoxybenzylidene)-2,4,6-tri-C-methyl-L-glycero-L-ido-hepturonate trimethylene dithioacetal

Chemical Property of 2,6-di-tert-butyl-4-methylphenyl 2,4,6-trideoxy-3,5-O-(S)-(p-methoxybenzylidene)-2,4,6-tri-C-methyl-L-glycero-L-ido-hepturonate trimethylene dithioacetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,6-di-tert-butyl-4-methylphenyl 2,4,6-trideoxy-3,5-O-(S)-(p-methoxybenzylidene)-2,4,6-tri-C-methyl-L-glycero-L-ido-hepturonate trimethylene dithioacetal

There total 7 articles about 2,6-di-tert-butyl-4-methylphenyl 2,4,6-trideoxy-3,5-O-(S)-(p-methoxybenzylidene)-2,4,6-tri-C-methyl-L-glycero-L-ido-hepturonate trimethylene dithioacetal 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: 92.0%

2,6-di-tert-butyl-4-methylphenyl 2,4,6-trideoxy-3-O-(p-methoxybenzyl)-2,4,6-tri-C-methyl-L-glycero-L-ido-hepturonate trimethylene dithioacetal (129929-20-0) → 2,6-di-tert-butyl-4-methylphenyl 2,4,6-trideoxy-3,5-O-(S)-(p-methoxybenzylidene)-2,4,6-tri-C-methyl-L-glycero-L-ido-hepturonate trimethylene dithioacetal (129929-21-1)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; for 0.05h; molecular sieves 3 Angstroem;

DOI:10.1016/0008-6215(90)84192-W

Reference yield:

2,6-di-tert-butyl-4-methylphenyl propionate (72959-50-3) → 2,6-di-tert-butyl-4-methylphenyl 2,4,6-trideoxy-3,5-O-(S)-(p-methoxybenzylidene)-2,4,6-tri-C-methyl-L-glycero-L-ido-hepturonate trimethylene dithioacetal (129929-21-1)

Guidance literature:

Multi-step reaction with 2 steps

2: 92 percent / DDQ / CH₂Cl₂ / 0.05 h / molecular sieves 3 Angstroem

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;

DOI:10.1016/0008-6215(90)84192-W

Reference yield:

2,4-dideoxy-5,6-O-isopropylidene-2,4-di-C-methyl-D-glucose trimethylene dithioacetal (100699-20-5) → 2,6-di-tert-butyl-4-methylphenyl 2,4,6-trideoxy-3,5-O-(S)-(p-methoxybenzylidene)-2,4,6-tri-C-methyl-L-glycero-L-ido-hepturonate trimethylene dithioacetal (129929-21-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) sodium hydride / 1) N,N-dimethylformamide, 4h, 20 deg C, 2) 15h

2: 87 percent / aq. hydrochloric acid / tetrahydrofuran / 80 h / 20 °C

3: 86 percent / potassium acetate, lead tetra-acetate / acetonitrile / 0.05 h / -25 °C

5: 92 percent / DDQ / CH₂Cl₂ / 0.05 h / molecular sieves 3 Angstroem

With lead(IV) acetate; hydrogenchloride; potassium acetate; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1016/0008-6215(90)84192-W

upstream raw materials:

2,6-di-tert-butyl-4-methylphenyl 2,4,6-trideoxy-3-O-(p-methoxybenzyl)-2,4,6-tri-C-methyl-L-glycero-L-ido-hepturonate trimethylene dithioacetal

2,6-di-tert-butyl-4-methylphenyl propionate

2,4-dideoxy-5,6-O-isopropylidene-2,4-di-C-methyl-D-glucose trimethylene dithioacetal

2,4-dideoxy-3-O-(p-methoxybenzyl)-2,4-di-C-methyl-l-xylo-pentodialdose 5-(trimethylene dithioacetal)