2-(phenylsulfonyl)-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acetonitrile

Base Information

• Chemical Name: 2-(phenylsulfonyl)-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acetonitrile
• CAS No.: 1193390-72-5
• Molecular Formula: C₄₂H₄₁NO₇S
• Molecular Weight: 703.856

Synonyms:2-(phenylsulfonyl)-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acetonitrile

Chemical Property of 2-(phenylsulfonyl)-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acetonitrile

Chemical Property:

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Technology Process of 2-(phenylsulfonyl)-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acetonitrile

There total 1 articles about 2-(phenylsulfonyl)-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acetonitrile 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: 62.0%

2,3,4,6-tetra-O-benzyl-D-glucopyranose (6564-72-3) + 2-(phenylsulfonyl)acetonitrile (7605-28-9) → 2-(phenylsulfonyl)-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acetonitrile (1193390-72-5)

Guidance literature:

With tributylphosphine; 1,1'-azodicarbonyl-dipiperidine; In benzene; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2009.08.024

Reference yield: 70.0%

2-(phenylsulfonyl)-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acetonitrile (1193390-72-5) → 2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acetonitrile (95084-03-0)

Guidance literature:

With methanol; magnesium; at 50 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.tet.2009.08.024

upstream raw materials:

2,3,4,6-tetra-O-benzyl-D-glucopyranose

2-(phenylsulfonyl)acetonitrile

Downstream raw materials:

2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acetonitrile

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