tert-butyldimethylsilyl 6-O-benzyl-2-deoxy-2-dimethylmaleoyl-3-O-levulinyl-β-D-glucopyranoside

Base Information

• Chemical Name: tert-butyldimethylsilyl 6-O-benzyl-2-deoxy-2-dimethylmaleoyl-3-O-levulinyl-β-D-glucopyranoside
• CAS No.: 385422-24-2
• Molecular Formula: C₃₀H₄₃NO₉Si
• Molecular Weight: 589.758

Synonyms:tert-butyldimethylsilyl 6-O-benzyl-2-deoxy-2-dimethylmaleoyl-3-O-levulinyl-β-D-glucopyranoside

Chemical Property of tert-butyldimethylsilyl 6-O-benzyl-2-deoxy-2-dimethylmaleoyl-3-O-levulinyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of tert-butyldimethylsilyl 6-O-benzyl-2-deoxy-2-dimethylmaleoyl-3-O-levulinyl-β-D-glucopyranoside

There total 11 articles about tert-butyldimethylsilyl 6-O-benzyl-2-deoxy-2-dimethylmaleoyl-3-O-levulinyl-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: 70.0%

tert-butyldimethylsilyl 4,6-O-benzylidene-2-deoxy-2-dimethylmaleoyl-3-O-levulinyl-β-D-glucopyranoside (385422-23-1) → tert-butyldimethylsilyl 6-O-benzyl-2-deoxy-2-dimethylmaleoyl-3-O-levulinyl-β-D-glucopyranoside (385422-24-2)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1021/jo015987h

Reference yield:

tert-butyldimethylsilyl 6-O-benzyl-2-deoxy-2-dimethylmaleimido-4-O-(9-fluorenylmethoxycarbonyl)-3-O-levulenoyl-β-D-glucopyranoside (1198214-95-7) → tert-butyldimethylsilyl 6-O-benzyl-2-deoxy-2-dimethylmaleoyl-3-O-levulinyl-β-D-glucopyranoside (385422-24-2)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1002/ejoc.200900627

Reference yield:

tert-butyldimethylsilyl 6-O-benzyl-2-deoxy-2-dimethylmaleimido-3-O-(9-florenylmethoxycabonyl)-4-O-levulenoyl-β-D-glucopyranoside (1198214-71-9) → tert-butyldimethylsilyl 6-O-benzyl-2-deoxy-2-dimethylmaleimido-4-O-levulenoyl-β-D-glucopyranoside (1198214-77-5) + tert-butyldimethylsilyl 6-O-benzyl-2-deoxy-2-dimethylmaleoyl-3-O-levulinyl-β-D-glucopyranoside (385422-24-2)

Guidance literature:

With piperidine; In dichloromethane; at 20 ℃;

DOI:10.1002/ejoc.200900627

upstream raw materials:

tert-butyldimethylsilyl 4,6-O-benzylidene-2-deoxy-2-dimethylmaleoyl-3-O-levulinyl-β-D-glucopyranoside

benzaldehyde dimethyl acetal

tert-butyldimethylsilyl chloride

3,4,6-tri-O-acetyl-2-deoxy-2-dimethylmaleoyl-β-D-glucopyranoside

Downstream raw materials:

tert-butyldimethylsilyl 4-O-acetyl-6-O-benzyl-2-deoxy-2-dimethylmaleoyl-3-O-levulinyl-β-D-glucopyranoside

tert-butyldimethylsilyl 6-O-benzyl-2-deoxy-2-dimethylmaleimido-4-O-(9-fluorenylmethoxycarbonyl)-3-O-levulenoyl-β-D-glucopyranoside

4-O-acetyl-6-O-benzyl-2-deoxy-2-dimethylmaleoyl-3-O-levulinyl-β-D-glucopyranosyl trichloroacetimidate

4-O-acetyl-6-O-benzyl-2-deoxy-2-dimethylmaleoyl-3-O-levulinyl-β-D-glucopyranoside

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