carboxymethyl 2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside

Base Information

• Chemical Name: carboxymethyl 2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside
• CAS No.: 503173-60-2
• Molecular Formula: C₂₉H₃₂O₇S
• Molecular Weight: 524.635
• Mol file: 503173-60-2.mol

Synonyms:carboxymethyl 2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside

Chemical Property of carboxymethyl 2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of carboxymethyl 2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside

There total 3 articles about carboxymethyl 2,3,4-tri-O-benzyl-1-thio-α-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: 93.0%

methoxycarbonylmethyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside (441017-60-3) → carboxymethyl 2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside (503173-60-2)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 20h;

Reference yield:

acetyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranoside (4356-77-8) → carboxymethyl 2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside (503173-60-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / BF₃*Et₂O / CH₂Cl₂ / 4 h / 0 - 20 °C

2: 93 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 20 h / 20 °C

With lithium hydroxide; boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane; water;

Reference yield:

methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside (3879-79-6,17791-37-6,19488-61-0,53008-63-2,61330-62-9,69237-94-1,69237-95-2,71526-33-5,83462-67-3,84799-77-9,103421-29-0,103421-30-3,139241-42-2) → carboxymethyl 2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside (503173-60-2)

Guidance literature:

Multi-step reaction with 3 steps

1: ZnCl₂ / acetic acid / 4 h / 20 °C

2: 76 percent / BF₃*Et₂O / CH₂Cl₂ / 4 h / 0 - 20 °C

3: 93 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 20 h / 20 °C

With lithium hydroxide; boron trifluoride diethyl etherate; zinc(II) chloride; In tetrahydrofuran; dichloromethane; water; acetic acid;

upstream raw materials:

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

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

methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

Downstream raw materials:

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside