((2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-acetonitrile

Base Information

• Chemical Name: ((2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-acetonitrile
• CAS No.: 178272-42-9
• Molecular Formula: C₃₇H₄₇NO₆
• Molecular Weight: 601.783

Synonyms:((2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-acetonitrile

Chemical Property of ((2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-acetonitrile

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Technology Process of ((2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-acetonitrile

There total 1 articles about ((2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-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: 82.0%

octyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside (155301-14-7) + cyanomethyl bromide (590-17-0) → ((2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-acetonitrile (178272-42-9)

Guidance literature:

With sodium hydride; In acetonitrile; paraffin; 1.) room temperature, 1 h, 2.) -20 deg C, 5 h; warm to room temperature, overnight;

DOI:10.1021/jo960284z

Reference yield: 98.0%

((2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-acetonitrile (178272-42-9) → ((2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-acetic acid

Guidance literature:

With sodium hydroxide; In methanol; for 12h; Heating;

DOI:10.1021/jo960284z

Reference yield: 73.0%

((2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-acetonitrile (178272-42-9) → 2-((2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-ethylamine (756454-95-2)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran; for 12h; Heating;

DOI:10.1021/jo960284z

upstream raw materials:

octyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside

cyanomethyl bromide

Downstream raw materials:

2-((2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-ethylamine

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