benzyl 2-N,N’-di-benzyl-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside

Base Information

• Chemical Name: benzyl 2-N,N’-di-benzyl-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside
• CAS No.: 1610524-46-3
• Molecular Formula: C₃₃H₃₇NO₈
• Molecular Weight: 575.659
• Mol file: 1610524-46-3.mol

Synonyms:benzyl 2-N,N’-di-benzyl-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside

Chemical Property of benzyl 2-N,N’-di-benzyl-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-N,N’-di-benzyl-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside

There total 6 articles about benzyl 2-N,N’-di-benzyl-3,4,6-tri-O-acetyl-2-deoxy-α-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:

(+)-D-glucosamine hydrochloride (1078691-95-8) + acetic anhydride (108-24-7) + benzyl bromide (100-39-0) → benzyl 2-N,N’-di-benzyl-3-O-acetyl-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside (1610524-53-2) + benzyl 2-N,N’-di-benzyl-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (1610524-47-4) + benzyl 2-N,N’-di-benzyl-3-O-acetyl-4,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside (1610524-52-1) + benzyl 2-N,N’-di-benzyl-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside (1610524-46-3) + 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose (3006-60-8,4539-83-7,6730-10-5,7772-79-4,7784-54-5,10385-50-9,14086-90-9,26151-16-6,76375-60-5,76375-61-6,95341-98-3,95341-99-4,134451-91-5,134451-96-0,136982-81-5,145375-11-7,148347-15-3) + Acetic acid (2R,3R,4R,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-4-yl ester (3006-60-8,4539-83-7,6730-10-5,7772-79-4,7784-54-5,10385-50-9,14086-90-9,26151-16-6,76375-60-5,76375-61-6,95341-98-3,95341-99-4,134451-91-5,134451-96-0,136982-81-5,145375-11-7,148347-15-3)

Guidance literature:

(+)-D-glucosamine hydrochloride; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1.25h; Inert atmosphere;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

acetic anhydride; With pyridine;

DOI:10.1080/07328303.2014.907907

Reference yield:

(+)-D-glucosamine hydrochloride (1078691-95-8) + acetic anhydride (108-24-7) + benzyl bromide (100-39-0) → C29H35NO8 + benzyl 2-N,N’-di-benzyl-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (1610524-47-4) + benzyl 2-N,N’-di-benzyl-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside (1610524-46-3) + C28H33NO9 (1610524-48-5) + C28H33NO9 (1610524-49-6) + 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose (3006-60-8,4539-83-7,6730-10-5,7772-79-4,7784-54-5,10385-50-9,14086-90-9,26151-16-6,76375-60-5,76375-61-6,95341-98-3,95341-99-4,134451-91-5,134451-96-0,136982-81-5,145375-11-7,148347-15-3) + Acetic acid (2R,3R,4R,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-4-yl ester (3006-60-8,4539-83-7,6730-10-5,7772-79-4,7784-54-5,10385-50-9,14086-90-9,26151-16-6,76375-60-5,76375-61-6,95341-98-3,95341-99-4,134451-91-5,134451-96-0,136982-81-5,145375-11-7,148347-15-3)

Guidance literature:

(+)-D-glucosamine hydrochloride; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1.25h; Inert atmosphere;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

acetic anhydride; With pyridine; regioselective reaction;

DOI:10.1080/07328303.2014.907907

Reference yield:

(+)-D-glucosamine hydrochloride (1078691-95-8) + acetic anhydride (108-24-7) + benzyl bromide (100-39-0) → benzyl 2-N,N’-dibenzyl-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside (1404058-81-6) + benzyl 2-N,N’-di-benzyl-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (1610524-47-4) + benzyl 2-N,N’-dibenzyl-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranoside (1404058-80-5) + benzyl 2-N,N’-di-benzyl-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside (1610524-46-3)

Guidance literature:

(+)-D-glucosamine hydrochloride; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1.25h; Inert atmosphere;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

acetic anhydride; With pyridine;

DOI:10.1080/07328303.2014.907907

upstream raw materials:

(+)-D-glucosamine hydrochloride

acetic anhydride

benzyl bromide