5-O-trityl-D-xylose diethyl dithioacetal

Base Information

• Chemical Name: 5-O-trityl-D-xylose diethyl dithioacetal
• CAS No.: 108713-88-8
• Molecular Formula: C₂₈H₃₄O₄S₂
• Molecular Weight: 498.708
• Mol file: 108713-88-8.mol

Synonyms:5-O-trityl-D-xylose diethyl dithioacetal

Chemical Property of 5-O-trityl-D-xylose diethyl dithioacetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-O-trityl-D-xylose diethyl dithioacetal

There total 1 articles about 5-O-trityl-D-xylose diethyl 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: 84.0%

D-xylose diethyl dithioacetal (13263-74-6) + trityl chloride (76-83-5) → 5-O-trityl-D-xylose diethyl dithioacetal (108713-88-8)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 48h; Ambient temperature;

DOI:10.1016/S0040-4020(01)89454-0

Reference yield:

5-O-trityl-D-xylose diethyl dithioacetal (108713-88-8) → 2-[(2S,3R,4R)-2,3,4-Tris-benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-pentyl]-malonic acid dimethyl ester (108713-96-8)

Guidance literature:

Multi-step reaction with 6 steps

1: NaH / dimethylformamide / Ambient temperature

2: p-toluenesulfonic acid monohydrate / ethyl acetate; methanol / Ambient temperature

3: 98 percent / imidazole / dimethylformamide / Ambient temperature

4: mercury(II) chloride, calcium carbonate / acetonitrile; H₂O / 0.5 h / Ambient temperature

5: 1.) triethylamine, 2.) acetic anhydride / 1.) pyridine, 30 h, RT, 2.) 40 h, RT

6: H₂ / Raney nickel T-4 / ethanol / 1 h / 760 Torr / Ambient temperature

With 1H-imidazole; hydrogen; acetic anhydride; sodium hydride; toluene-4-sulfonic acid; triethylamine; calcium carbonate; mercury dichloride; Raney nickel T-4; In methanol; ethanol; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jo00386a011

Reference yield:

5-O-trityl-D-xylose diethyl dithioacetal (108713-88-8) → methyl (4S,5R,6R)-4,5,6-tris(benzyloxy)-7-hydroxy-2-(methoxycarbonyl)heptanoate (108713-97-9)

Guidance literature:

Multi-step reaction with 7 steps

1: NaH / dimethylformamide / Ambient temperature

2: p-toluenesulfonic acid monohydrate / ethyl acetate; methanol / Ambient temperature

3: 98 percent / imidazole / dimethylformamide / Ambient temperature

4: mercury(II) chloride, calcium carbonate / acetonitrile; H₂O / 0.5 h / Ambient temperature

5: 1.) triethylamine, 2.) acetic anhydride / 1.) pyridine, 30 h, RT, 2.) 40 h, RT

6: H₂ / Raney nickel T-4 / ethanol / 1 h / 760 Torr / Ambient temperature

7: tetrabutylammonium fluoride / tetrahydrofuran / 2.5 h / Ambient temperature

With 1H-imidazole; tetrabutyl ammonium fluoride; hydrogen; acetic anhydride; sodium hydride; toluene-4-sulfonic acid; triethylamine; calcium carbonate; mercury dichloride; Raney nickel T-4; In tetrahydrofuran; methanol; ethanol; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jo00386a011

upstream raw materials:

D-xylose diethyl dithioacetal

trityl chloride

Downstream raw materials:

C₄₉H₅₂O₄S₂

2,3,4-tri-O-methyl-5-O-trityl-D-xylose diethylthioacetal

2,3,4-tri-O-benzyl-D-xylose diethyl dithioacetal

2,3,4-tri-O-benzyl-5-O-(tert-butyldiphenylsilyl)-D-xylose diethyl dithioacetal