(2R,4aR,6S,7R,8S,8aS)-7-Benzyloxy-2-phenyl-6-((1R,2R,8S,9R,10R)-4,4,6,6-tetraisopropyl-3,5,7,12,13-pentaoxa-4,6-disila-tricyclo[8.2.1.0^2,8]tridec-9-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

Base Information

• Chemical Name: (2R,4aR,6S,7R,8S,8aS)-7-Benzyloxy-2-phenyl-6-((1R,2R,8S,9R,10R)-4,4,6,6-tetraisopropyl-3,5,7,12,13-pentaoxa-4,6-disila-tricyclo[8.2.1.0^2,8]tridec-9-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol
• CAS No.: 97390-31-3
• Molecular Formula: C₃₈H₅₆O₁₁Si₂
• Molecular Weight: 745.027

Synonyms:(2R,4aR,6S,7R,8S,8aS)-7-Benzyloxy-2-phenyl-6-((1R,2R,8S,9R,10R)-4,4,6,6-tetraisopropyl-3,5,7,12,13-pentaoxa-4,6-disila-tricyclo[8.2.1.0^2,8]tridec-9-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

Chemical Property of (2R,4aR,6S,7R,8S,8aS)-7-Benzyloxy-2-phenyl-6-((1R,2R,8S,9R,10R)-4,4,6,6-tetraisopropyl-3,5,7,12,13-pentaoxa-4,6-disila-tricyclo[8.2.1.0^2,8]tridec-9-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (2R,4aR,6S,7R,8S,8aS)-7-Benzyloxy-2-phenyl-6-((1R,2R,8S,9R,10R)-4,4,6,6-tetraisopropyl-3,5,7,12,13-pentaoxa-4,6-disila-tricyclo[8.2.1.0^2,8]tridec-9-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

There total 8 articles about (2R,4aR,6S,7R,8S,8aS)-7-Benzyloxy-2-phenyl-6-((1R,2R,8S,9R,10R)-4,4,6,6-tetraisopropyl-3,5,7,12,13-pentaoxa-4,6-disila-tricyclo[8.2.1.0^2,8]tridec-9-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol 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: 26.0%

benzyl bromide (100-39-0) + 1,6-anhydro-4-O-(4,6-O-benzylidene-β-D-glucopyranosyl)-2,3-O-(tetraisopropyldisiloxane-1,3-diyl)-β-D-glucopyranose (97390-18-6) → O-(3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-1,6-anhydro-2,3-O-(tetraisopropyldisiloxane-1,3-diyl)-β-D-glucopyranose (97390-32-4) + O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-1,6-anhydro-2,3-O-(tetraisopropyldisiloxane-1,3-diyl)-β-D-glucopyranose (97390-26-6,99571-45-6) + (2R,4aR,6S,7R,8S,8aS)-7-Benzyloxy-2-phenyl-6-((1R,2R,8S,9R,10R)-4,4,6,6-tetraisopropyl-3,5,7,12,13-pentaoxa-4,6-disila-tricyclo[8.2.1.02,8]tridec-9-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol (97390-31-3)

Guidance literature:

With silver(l) oxide; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1016/0008-6215(85)85222-8

Reference yield: 6.0%

benzyl trifluoromethyl sulfone (4855-02-1) + 1,6-anhydro-4-O-(4,6-O-benzylidene-β-D-glucopyranosyl)-2,3-O-(tetraisopropyldisiloxane-1,3-diyl)-β-D-glucopyranose (97390-18-6) → O-(3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-1,6-anhydro-2,3-O-(tetraisopropyldisiloxane-1,3-diyl)-β-D-glucopyranose (97390-32-4) + O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-1,6-anhydro-2,3-O-(tetraisopropyldisiloxane-1,3-diyl)-β-D-glucopyranose (97390-26-6,99571-45-6) + (2R,4aR,6S,7R,8S,8aS)-7-Benzyloxy-2-phenyl-6-((1R,2R,8S,9R,10R)-4,4,6,6-tetraisopropyl-3,5,7,12,13-pentaoxa-4,6-disila-tricyclo[8.2.1.02,8]tridec-9-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol (97390-31-3)

Guidance literature:

With 2,4,6-trimethyl-pyridine; In dichloromethane; at -60 ℃;

DOI:10.1016/0008-6215(85)85222-8

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) → (2R,4aR,6S,7R,8S,8aS)-7-Benzyloxy-2-phenyl-6-((1R,2R,8S,9R,10R)-4,4,6,6-tetraisopropyl-3,5,7,12,13-pentaoxa-4,6-disila-tricyclo[8.2.1.02,8]tridec-9-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol (97390-31-3)

Guidance literature:

Multi-step reaction with 4 steps

1: p-toluenesulfonic acid monohydrate / dimethylformamide / 1.5 h / 75 - 80 °C

2: 1.) pyridine; 2.) pyridine / 1.) r.t., 10 h; 2.) r.t., 6 h

3: 94 percent / hydrazine monohydrate / methanol; various solvent(s) / 10 h / Ambient temperature

4: 7 percent / 2,4,6-collidine / CH₂Cl₂ / -60 °C

With pyridine; 2,4,6-trimethyl-pyridine; toluene-4-sulfonic acid; hydrazine hydrate; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(85)85222-8

upstream raw materials:

benzyl trifluoromethyl sulfone

1,6-anhydro-4-O-(4,6-O-benzylidene-β-D-glucopyranosyl)-2,3-O-(tetraisopropyldisiloxane-1,3-diyl)-β-D-glucopyranose

benzyl bromide

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

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