octyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

Base Information

• Chemical Name: octyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside
• CAS No.: 196876-45-6
• Molecular Formula: C₃₀H₄₃NO₆
• Molecular Weight: 513.675
• Mol file: 196876-45-6.mol

Synonyms:octyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

Chemical Property of octyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of octyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

There total 8 articles about octyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-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%

octyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside → octyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside (196876-45-6)

Guidance literature:

With hydrogenchloride; 4 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; 1.) -5 deg C, 2 h, 2.) room temperatuere, overnight.;

DOI:10.1016/S0008-6215(97)00142-0

Reference yield:

octyl 2-(acetylamino)-2-deoxy-β-D-glucopyranoside (147126-58-7,383417-49-0) → octyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside (196876-45-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / zinc chloride / 3 h / Ambient temperature

2: 82 percent / NaH / dimethylformamide / 6 h / Ambient temperature

3: 68 percent / molecular sieves (4 Angstroem), sodium cyanoborohydride / tetrahydrofuran / 0.5 h / Ambient temperature

With 4 A molecular sieve; sodium hydride; sodium cyanoborohydride; zinc(II) chloride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1002/(SICI)1099-0690(199903)1999:3<631::AID-EJOC631>3.0.CO;2-6

Reference yield:

octyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside → octyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside (196876-45-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / NaH / dimethylformamide / 6 h / Ambient temperature

2: 68 percent / molecular sieves (4 Angstroem), sodium cyanoborohydride / tetrahydrofuran / 0.5 h / Ambient temperature

With 4 A molecular sieve; sodium hydride; sodium cyanoborohydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1002/(SICI)1099-0690(199903)1999:3<631::AID-EJOC631>3.0.CO;2-6

upstream raw materials:

octanol

benzaldehyde

2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose

octyl 2-(acetylamino)-2-deoxy-β-D-glucopyranoside

Downstream raw materials:

Acetic acid (2S,3R,4S,5S,6R)-5-acetoxy-6-acetoxymethyl-2-((2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-4-cyanomethoxy-tetrahydro-pyran-3-yl ester

Acetic acid (2S,3R,4S,5S,6R)-5-acetoxy-2-((2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-4-benzyloxy-6-cyanomethoxymethyl-tetrahydro-pyran-3-yl ester

Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

octyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-galactopyranoside