2,4,6,8-tetradeoxy-3,5-O-(S)-(p-methoxybenzylidene)-2,4,6-tri-C-methyl-8,8,8-tri-C-phenyl-L-glycero-D-gluco-octos-7-ulose 1-(trimethylene dithioacetal)

Base Information

• Chemical Name: 2,4,6,8-tetradeoxy-3,5-O-(S)-(p-methoxybenzylidene)-2,4,6-tri-C-methyl-8,8,8-tri-C-phenyl-L-glycero-D-gluco-octos-7-ulose 1-(trimethylene dithioacetal)
• CAS No.: 129908-80-1
• Molecular Formula: C₄₀H₄₄O₄S₂
• Molecular Weight: 652.919
• Mol file: 129908-80-1.mol

Synonyms:2,4,6,8-tetradeoxy-3,5-O-(S)-(p-methoxybenzylidene)-2,4,6-tri-C-methyl-8,8,8-tri-C-phenyl-L-glycero-D-gluco-octos-7-ulose 1-(trimethylene dithioacetal)

Chemical Property of 2,4,6,8-tetradeoxy-3,5-O-(S)-(p-methoxybenzylidene)-2,4,6-tri-C-methyl-8,8,8-tri-C-phenyl-L-glycero-D-gluco-octos-7-ulose 1-(trimethylene dithioacetal)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,4,6,8-tetradeoxy-3,5-O-(S)-(p-methoxybenzylidene)-2,4,6-tri-C-methyl-8,8,8-tri-C-phenyl-L-glycero-D-gluco-octos-7-ulose 1-(trimethylene dithioacetal)

There total 7 articles about 2,4,6,8-tetradeoxy-3,5-O-(S)-(p-methoxybenzylidene)-2,4,6-tri-C-methyl-8,8,8-tri-C-phenyl-L-glycero-D-gluco-octos-7-ulose 1-(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: 98.0%

2,4,6,8-tetradeoxy-3-O-(p-methoxybenzyl)-2,4,6-tri-C-methyl-8,8,8-tri-C-phenyl-L-glycero-D-gluco-octos-7-ulose 1-(trimethylene dithioacetal) (129908-79-8) → 2,4,6,8-tetradeoxy-3,5-O-(S)-(p-methoxybenzylidene)-2,4,6-tri-C-methyl-8,8,8-tri-C-phenyl-L-glycero-D-gluco-octos-7-ulose 1-(trimethylene dithioacetal) (129908-80-1)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; for 0.0833333h; molecular sieves 3 Angstroem;

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

Reference yield:

1,1,1-Triphenyl-2-butanon (97991-01-0) → 2,4,6,8-tetradeoxy-3,5-O-(S)-(p-methoxybenzylidene)-2,4,6-tri-C-methyl-8,8,8-tri-C-phenyl-L-glycero-D-gluco-octos-7-ulose 1-(trimethylene dithioacetal) (129908-80-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) butyl-lithium / 1) tetrahydrofuran, hexane, -78 deg C, 1h, 2) tetrahydrofuran, -90 deg C, 15 min

2: 98 percent / DDQ / CH₂Cl₂ / 0.08 h / molecular sieves 3 Angstroem

With n-butyllithium; 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) → 2,4,6,8-tetradeoxy-3,5-O-(S)-(p-methoxybenzylidene)-2,4,6-tri-C-methyl-8,8,8-tri-C-phenyl-L-glycero-D-gluco-octos-7-ulose 1-(trimethylene dithioacetal) (129908-80-1)

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

4: 1) butyl-lithium / 1) tetrahydrofuran, hexane, -78 deg C, 1h, 2) tetrahydrofuran, -90 deg C, 15 min

5: 98 percent / DDQ / CH₂Cl₂ / 0.08 h / molecular sieves 3 Angstroem

With lead(IV) acetate; hydrogenchloride; n-butyllithium; 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:

2,4,6,8-tetradeoxy-3-O-(p-methoxybenzyl)-2,4,6-tri-C-methyl-8,8,8-tri-C-phenyl-L-glycero-D-gluco-octos-7-ulose 1-(trimethylene dithioacetal)

1,1,1-Triphenyl-2-butanon

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)

Downstream raw materials:

2,4,6,8-tetradeoxy-3,5-O-(R)-(p-methoxybenzylidene)-2,4,6-tri-C-methyl-8,8,8-tri-C-phenyl-L-glycero-D-gluco-octos-7-ulose