N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-N'-(4-tert-butylbenzoyl)urea

Base Information

• Chemical Name: N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-N'-(4-tert-butylbenzoyl)urea
• CAS No.: 1050349-33-1
• Molecular Formula: C₂₆H₃₄N₂O₁₁
• Molecular Weight: 550.563

Synonyms:N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-N'-(4-tert-butylbenzoyl)urea

Chemical Property of N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-N'-(4-tert-butylbenzoyl)urea

Chemical Property:

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Technology Process of N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-N'-(4-tert-butylbenzoyl)urea

There total 3 articles about N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-N'-(4-tert-butylbenzoyl)urea 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: 44.0%

4-tert-butylbenzamide (56108-12-4) + Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-isocyanato-tetrahydro-pyran-4-yl ester (104974-80-3) → N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-N'-(4-tert-butylbenzoyl)urea (1050349-33-1) + N-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-N'-(4-tert-butylbenzoyl)urea (1050349-36-4)

Guidance literature:

In toluene; for 24h; Heating;

DOI:10.1016/j.carres.2008.01.045

Reference yield: 40.0%

2,3,4,6-tetra-O-acetyl-D-glucosyl-1-amine (41355-50-4,51642-81-0,58484-22-3,70128-27-7,70145-20-9,94482-21-0,98300-76-6) + 4-tert-butylbenzoyl isocyanate (132981-23-8) → N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-N'-(4-tert-butylbenzoyl)urea (1050349-33-1)

Guidance literature:

In acetonitrile; at 20 ℃;

DOI:10.1016/j.carres.2008.01.045

Reference yield: 36.0%

1-(2',3',4',5'-Tetra-O-acetyl-β-D-glucopyranosyl)urea (14059-86-0,14086-03-4,14241-65-7,94345-94-5,60081-89-2) + p-tert-butyl benzoyl chloride (1710-98-1) → N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-N'-(4-tert-butylbenzoyl)urea (1050349-33-1)

Guidance literature:

With zinc(II) chloride; In chloroform; Heating;

DOI:10.1016/j.carres.2008.01.045

upstream raw materials:

2,3,4,6-tetra-O-acetyl-D-glucosyl-1-amine

4-tert-butylbenzoyl isocyanate

1-(2',3',4',5'-Tetra-O-acetyl-β-D-glucopyranosyl)urea

p-tert-butyl benzoyl chloride

Downstream raw materials:

β-D-glucosyl urea

N-(β-D-glucopyranosyl)-N'-(4-tert-butylbenzoyl)urea

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