4-methylphenyl 2,3-di-O-benzyl-4,6-O-di-tert-butylsilanediyl-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: 4-methylphenyl 2,3-di-O-benzyl-4,6-O-di-tert-butylsilanediyl-1-thio-β-D-galactopyranoside
• CAS No.: 1200763-56-9
• Molecular Formula: C₃₅H₄₆O₅SSi
• Molecular Weight: 606.899

Synonyms:4-methylphenyl 2,3-di-O-benzyl-4,6-O-di-tert-butylsilanediyl-1-thio-β-D-galactopyranoside

Chemical Property of 4-methylphenyl 2,3-di-O-benzyl-4,6-O-di-tert-butylsilanediyl-1-thio-β-D-galactopyranoside

Chemical Property:

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Technology Process of 4-methylphenyl 2,3-di-O-benzyl-4,6-O-di-tert-butylsilanediyl-1-thio-β-D-galactopyranoside

There total 4 articles about 4-methylphenyl 2,3-di-O-benzyl-4,6-O-di-tert-butylsilanediyl-1-thio-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: 100.0%

4-methylphenyl 4,6-O-di-tert-butylsilylidene-1-thio-β-D-galactopyranoside (1242144-05-3) + benzyl bromide (100-39-0) → 4-methylphenyl 2,3-di-O-benzyl-4,6-O-di-tert-butylsilanediyl-1-thio-β-D-galactopyranoside (1200763-56-9)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.carres.2013.01.010

Reference yield: 86.0%

4-methylphenyl 2,3-di-O-benzyl-1-thio-β-D-galactopyranoside + di-tert-butylsilyl bis(trifluoromethanesulfonate) (85272-31-7) → 4-methylphenyl 2,3-di-O-benzyl-4,6-O-di-tert-butylsilanediyl-1-thio-β-D-galactopyranoside (1200763-56-9)

Guidance literature:

With pyridine; at -20 - 20 ℃; for 1h;

DOI:10.1021/acs.joc.6b01019

Reference yield:

4-methylphenyl 2,3-di-O-benzyl-1-thio-β-D-galactopyranoside + di-tert-butylsilyl bis(trifluoromethane sulfonate) → 4-methylphenyl 2,3-di-O-benzyl-4,6-O-di-tert-butylsilanediyl-1-thio-β-D-galactopyranoside (1200763-56-9)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; Inert atmosphere;

DOI:10.1002/chem.200901119

upstream raw materials:

4-methylphenyl 4,6-O-di-tert-butylsilylidene-1-thio-β-D-galactopyranoside

benzyl bromide

di-tert-butylsilyl bis(trifluoromethanesulfonate)

Downstream raw materials:

6-chlorohexyl 2,3,6-tri-O-benzyl-4-O-[2,3,6-tri-O-benzyl-4-O-(2,3-di-O-benzyl-4,6-O-di-tert-butylsilylidene-α-D-galactopyranosyl)-β-D-galactopyranosyl]-1-β-D-glucopyranoside

6-chlorohexyl 2,3,6-tri-O-benzyl-4-O-[2,6-di-O-benzyl-4-O-benzoyl-3-O-(2,3-di-O-benzyl-4,6-O-di-tert-butylsilylidene-α-D-galactopyranosyl)-β-D-galactopyranosyl]-1-β-D-glucopyranoside

(2S,3S,4R,5S)-2-azido-3,4,5-tris(benzyloxy)octadecyl 2,3-di-O-benzyl-4,6-O-(di-tert-butylsilylene)-α-D-galactopyranoside

(2S,3S,4R,5S)-2-amino-3,4,5-tris(benzyloxy)octadecyl 2,3-di-O-benzyl-4,6-O-(di-tert-butylsilylene)-α-D-galactopyranoside

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