(2-methyl-5-tert-butylphenyl) 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: (2-methyl-5-tert-butylphenyl) 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside
• CAS No.: 1011529-36-4
• Molecular Formula: C₄₀H₄₆O₆S
• Molecular Weight: 654.868

Synonyms:(2-methyl-5-tert-butylphenyl) 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

Chemical Property of (2-methyl-5-tert-butylphenyl) 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

Chemical Property:

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Technology Process of (2-methyl-5-tert-butylphenyl) 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

There total 2 articles about (2-methyl-5-tert-butylphenyl) 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-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: 64.0%

1,2-O-(1-ethoxyethylene) 3,4,6-tri-O-benzyl-1-thio-α-D-glucopyranose (53270-12-5) + 2-methyl-5-tert-butylthiophenol (7340-90-1) → (2-methyl-5-tert-butylphenyl) 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside (1011529-36-4)

Guidance literature:

With mercury dibromide; In toluene; at 80 ℃;

DOI:10.1016/j.tet.2007.11.002

Reference yield:

1,2-di-O-acetyl-3,4,6-tri-O-benzyl-α-D-glucopyranoside (65827-55-6,68567-54-4,77790-45-5,77790-46-6,81969-44-0,99630-89-4,125135-30-0,137567-77-2,55628-56-3) + 2-methyl-5-tert-butylthiophenol (7340-90-1) → (2-methyl-5-tert-butylphenyl) 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside (1011529-36-4)

Guidance literature:

With boron trifluoride diethyl etherate; In toluene; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2007.11.002

Reference yield: 82.0%

(2-methyl-5-tert-butylphenyl) 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside (1011529-36-4) → (2-methyl-5-tert-butylphenyl) 3,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside (1011529-37-5)

Guidance literature:

With methanol; sodium; In tetrahydrofuran; at 40 ℃; for 12h;

DOI:10.1016/j.tet.2007.11.002

upstream raw materials:

1,2-O-(1-ethoxyethylene) 3,4,6-tri-O-benzyl-1-thio-α-D-glucopyranose

2-methyl-5-tert-butylthiophenol

1,2-di-O-acetyl-3,4,6-tri-O-benzyl-α-D-glucopyranoside

Downstream raw materials:

(2-methyl-5-tert-butylphenyl) 3,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

5-ethoxyxarbonyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranoside

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