dodecyl 3,4-O-isopropylidene-6-O-tert-butyldiphenylsilyl-β-D-galactopyranoside

Base Information

• Chemical Name: dodecyl 3,4-O-isopropylidene-6-O-tert-butyldiphenylsilyl-β-D-galactopyranoside
• CAS No.: 263247-08-1
• Molecular Formula: C₃₇H₅₈O₆Si
• Molecular Weight: 626.949
• Mol file: 263247-08-1.mol

Synonyms:dodecyl 3,4-O-isopropylidene-6-O-tert-butyldiphenylsilyl-β-D-galactopyranoside

Chemical Property of dodecyl 3,4-O-isopropylidene-6-O-tert-butyldiphenylsilyl-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dodecyl 3,4-O-isopropylidene-6-O-tert-butyldiphenylsilyl-β-D-galactopyranoside

There total 5 articles about dodecyl 3,4-O-isopropylidene-6-O-tert-butyldiphenylsilyl-β-D-galactopyranoside 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: 91.0%

tert-butylchlorodiphenylsilane (58479-61-1) + dodecyl 3,4-O-isopropylidene-β-D-galactopyranoside (263247-07-0) → dodecyl 3,4-O-isopropylidene-6-O-tert-butyldiphenylsilyl-β-D-galactopyranoside (263247-08-1)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1016/S0008-6215(99)00252-9

Reference yield:

dodecyl 2,3,4,6-tetra-O-acetyl-α,β-D-glucopyranoside (66854-07-7,103129-55-1,117076-31-0) → dodecyl 3,4-O-isopropylidene-6-O-tert-butyldiphenylsilyl-β-D-galactopyranoside (263247-08-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.7 g / NaOMe / methanol / 6 h / 20 °C

2: 80 percent / p-toluenesulfonic acid monohydrate / acetone / 16 h / 20 °C

3: 91 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 16 h / 20 °C

With dmap; sodium methylate; toluene-4-sulfonic acid; In methanol; dichloromethane; acetone; 1: Zemplen deacetylation / 2: Substitution / 3: Substitution;

DOI:10.1016/S0008-6215(99)00252-9

Reference yield:

1-dodecyl alcohol (112-53-8) → dodecyl 3,4-O-isopropylidene-6-O-tert-butyldiphenylsilyl-β-D-galactopyranoside (263247-08-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 70 percent / silver oxide; 4 Angstroem moecular sieves / diethyl ether / 16 h / 20 °C

2: 1.7 g / NaOMe / methanol / 6 h / 20 °C

3: 80 percent / p-toluenesulfonic acid monohydrate / acetone / 16 h / 20 °C

4: 91 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 16 h / 20 °C

With dmap; 4 A molecular sieve; sodium methylate; toluene-4-sulfonic acid; silver(l) oxide; In methanol; diethyl ether; dichloromethane; acetone; 1: Condensation / 2: Zemplen deacetylation / 3: Substitution / 4: Substitution;

DOI:10.1016/S0008-6215(99)00252-9

upstream raw materials:

tert-butylchlorodiphenylsilane

dodecyl 3,4-O-isopropylidene-β-D-galactopyranoside

dodecyl 2,3,4,6-tetra-O-acetyl-α,β-D-glucopyranoside

1-dodecyl alcohol

Downstream raw materials:

dodecyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->2)-3,4-O-isopropylidene-β-D-galactopyranoside

dodecyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->2)-6-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-β-D-galactopyranoside