2-((2R,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-trimethylsilanyloxy-tetrahydro-pyran-2-sulfonyl)-pyridine

Base Information

• Chemical Name: 2-((2R,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-trimethylsilanyloxy-tetrahydro-pyran-2-sulfonyl)-pyridine
• CAS No.: 168212-60-0
• Molecular Formula: C₃₅H₄₁NO₇SSi
• Molecular Weight: 647.865

Synonyms:2-((2R,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-trimethylsilanyloxy-tetrahydro-pyran-2-sulfonyl)-pyridine

Chemical Property of 2-((2R,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-trimethylsilanyloxy-tetrahydro-pyran-2-sulfonyl)-pyridine

Chemical Property:

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Technology Process of 2-((2R,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-trimethylsilanyloxy-tetrahydro-pyran-2-sulfonyl)-pyridine

There total 1 articles about 2-((2R,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-trimethylsilanyloxy-tetrahydro-pyran-2-sulfonyl)-pyridine 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: 94.0%

chloro-trimethyl-silane (75-77-4) + 3,4,6-tri-O-benzyl-α-D-mannopyranosyl 2-pyridyl sulfone (168985-18-0) → 2-((2R,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-trimethylsilanyloxy-tetrahydro-pyran-2-sulfonyl)-pyridine (168212-60-0)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 0.166667h;

DOI:10.1002/(sici)1521-3765(19980416)4:4<655::aid-chem655>3.3.co;2-w

Reference yield: 75.0%

benzyl 3,4,6-tri-O-benzyl-2-deoxy-2-C-formyl-α-D-glucopyranoside (153289-66-8) + 2-((2R,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-trimethylsilanyloxy-tetrahydro-pyran-2-sulfonyl)-pyridine (168212-60-0) → ((2R,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-trimethylsilanyloxy-tetrahydro-pyran-2-yl)-((2S,3R,4R,5S,6R)-2,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl)-methanol

Guidance literature:

With samarium diiodide;

Reference yield: 74.0%

benzyl 3,4,6-tri-O-benzyl-2-deoxy-2-C-formyl-α-D-glucopyranoside (153289-66-8) + 2-((2R,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-trimethylsilanyloxy-tetrahydro-pyran-2-sulfonyl)-pyridine (168212-60-0) → ((2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenoxy-tetrahydro-pyran-3-yl)-((2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-trimethylsilanyloxy-tetrahydro-pyran-2-yl)-methanol

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 0.166667h;

DOI:10.1002/(sici)1521-3765(19980416)4:4<655::aid-chem655>3.3.co;2-w

upstream raw materials:

chloro-trimethyl-silane

3,4,6-tri-O-benzyl-α-D-mannopyranosyl 2-pyridyl sulfone

Downstream raw materials:

3,4,6-tri-O-benzyl-D-glucal

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