allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl-6-O-tert-butyldiphenylsilyl)-β-D-glucopyranoside

Base Information

• Chemical Name: allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl-6-O-tert-butyldiphenylsilyl)-β-D-glucopyranoside
• CAS No.: 200003-55-0
• Molecular Formula: C₅₉H₆₈O₁₀Si
• Molecular Weight: 965.268

Synonyms:allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl-6-O-tert-butyldiphenylsilyl)-β-D-glucopyranoside

Chemical Property of allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl-6-O-tert-butyldiphenylsilyl)-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl-6-O-tert-butyldiphenylsilyl)-β-D-glucopyranoside

There total 10 articles about allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl-6-O-tert-butyldiphenylsilyl)-β-D-glucopyranoside 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: 95.0%

tert-butylchlorodiphenylsilane (58479-61-1) + allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl)-β-D-glucopyranoside (200003-54-9) → allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl-6-O-tert-butyldiphenylsilyl)-β-D-glucopyranoside (200003-55-0) + allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl-4-O-tert-butyldiphenylsilyl)-β-D-glucopyranoside

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 8h;

DOI:10.1016/S0040-4020(97)01024-7

Reference yield: 93.0%

acetic acid 6-acetoxy-5-acetoxymethyl-2-[6-allyloxy-5-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-4-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-7-yl ester → allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl-6-O-tert-butyldiphenylsilyl)-β-D-glucopyranoside (200003-55-0)

Guidance literature:

With trifluorormethanesulfonic acid; In diethyl ether; at 0 ℃; "non-anhydrous" conditions;

DOI:10.1016/S0040-4020(97)01024-7

Reference yield:

3,4,6-tri-O-benzoyl-D-glucal (13322-90-2) → allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl-6-O-tert-butyldiphenylsilyl)-β-D-glucopyranoside (200003-55-0)

Guidance literature:

Multi-step reaction with 9 steps

1: 99 percent / 4-methylmorpholine N-oxide / osmium tetraoxide / acetone; H₂O; 2-methyl-propan-2-ol / 120 h

2: 88 percent / thionyl diimidazole / tetrahydrofuran / 0.33 h / -20 °C

3: 76 percent / 3 Angstroem molecular sieves / ytterbium(III) triflate / toluene / 12 h / 100 °C

4: 95 percent / trifluoromethane sulfonic acid / CH₂Cl₂; cyclohexane / 4 h / 20 °C

5: 91 percent / sodium methoxide / methanol / 12 h

6: 77 percent / p-toluenesulfonic acid / dimethylformamide / 17 h / 50 °C / reduced pressure

7: 76 percent / dibutyltin dichloride; 2,6-di-tert-butyl-4-methylpyridine; silver triflate / toluene / 0.25 h / 20 °C

8: 82 percent / p-toluenesulfonic acid monohydrate / CHCl₃; methanol / 24 h / 20 °C

9: 95 percent / triethylamine; N,N-dimethylaminopyridine / CH₂Cl₂ / 8 h / 20 °C

With dmap; 2,6-di-tert-butyl-4-methylpyridine; trifluorormethanesulfonic acid; 3 A molecular sieve; thionyl diimidazole; dibutyltin chloride; sodium methylate; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine; osmium(VIII) oxide; ytterbium(III) triflate; In tetrahydrofuran; methanol; dichloromethane; chloroform; cyclohexane; water; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol; 1: Oxidation / 2: Cyclization / 3: glycosylation / 4: Etherification / 5: methanolysis / 6: Cyclization / 7: glycosylation / 8: solvolysis / 9: silylation;

DOI:10.1016/S0040-4020(97)01024-7

upstream raw materials:

tert-butylchlorodiphenylsilane

allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl)-β-D-glucopyranoside

3,4,6-tri-O-benzoyl-D-glucal

allyl 3,4,6-tri-O-benzoyl-β-D-glucopyranoside

Downstream raw materials:

allyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)1->4[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl-6-O-tert-butyldiphenylsilyl)]-β-D-glucopyranoside

allyl (β-D-galactopyranosyl)1->4[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl-6-O-tert-butyldiphenylsilyl)]-β-D-glucopyranoside

allyl (2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)1->4[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl)]-β-D-glucopyranoside

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 200003-55-0 allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl-6-O-tert-butyldiphenylsilyl)-β-D-glucopyranoside

Send

Send

Metric Ton KG G Pound L ML

Send

Send