3-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-6-((2R,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-phenol

Base Information

• Chemical Name: 3-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-6-((2R,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-phenol
• CAS No.: 883742-04-9
• Molecular Formula: C₅₀H₅₄O₆Si
• Molecular Weight: 779.061

Synonyms:3-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-6-((2R,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-phenol

Chemical Property of 3-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-6-((2R,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-phenol

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Technology Process of 3-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-6-((2R,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-phenol

There total 1 articles about 3-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-6-((2R,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-phenol 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%

3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-phenol + 1-O-acetyl-2,3,4-tri-O-benzyl-L-fucopyranose (151909-89-6) → 3-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-6-((2R,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-phenol (883742-04-9)

Guidance literature:

With calcium sulfate; scandium tris(trifluoromethanesulfonate); In 1,2-dichloro-ethane; at -30 - 0 ℃; for 4.5h;

DOI:10.1055/s-2006-932463

Reference yield: 100.0%

3-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-6-((2R,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-phenol (883742-04-9) + benzoyl chloride (98-88-4) → Benzoic acid 3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-6-((2R,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-phenyl ester

Guidance literature:

With pyridine; dmap;

DOI:10.1055/s-2006-932463

Reference yield: 98.0%

3-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-6-((2R,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-phenol (883742-04-9) → 1,3-dihydroxy-2-methyl-4-(2,3,4-tri-O-benzyl-β-L-fucopyranosyl)benzene (883742-09-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃;

DOI:10.1055/s-2006-932463

upstream raw materials:

1-O-acetyl-2,3,4-tri-O-benzyl-L-fucopyranose

Downstream raw materials:

1,3-dihydroxy-2-methyl-4-(2,3,4-tri-O-benzyl-β-L-fucopyranosyl)benzene

3-Methoxy-2-methyl-4-((2R,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-phenol

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