1,3,4,6-tetra-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranose

Base Information

• Chemical Name: 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranose
• CAS No.: 122210-05-3
• Molecular Formula: C₁₇H₂₂Cl₃NO₁₁
• Molecular Weight: 522.721
• Mol file: 122210-05-3.mol

Synonyms:1,3,4,6-tetra-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranose

Chemical Property of 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranose

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranose

There total 30 articles about 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranose 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: 100.0%

1,3,4,6-tetra-O-acetyl-D-glucosamine hydrochloride (5432-46-2,10034-19-2,10034-20-5,34948-62-4,110253-00-4,1191127-63-5) + 2,2,2-Trichloroethyl chloroformate (17341-93-4) → 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranose (122210-05-3)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1016/0008-6215(94)84179-9

Reference yield: 99.0%

acetic anhydride (108-24-7) + 2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranose (172490-46-9) → 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranose (122210-01-9,122210-05-3,145416-95-1,146864-65-5,114360-77-9)

Guidance literature:

In pyridine; at 20 ℃; for 12h;

DOI:10.1021/ja302099u

Reference yield: 96.0%

acetic anhydride (108-24-7) + 2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranose (172490-46-9) → 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranose (122210-05-3)

Guidance literature:

With pyridine; at 0 - 20 ℃; stereoselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1016/j.tetlet.2017.04.056

upstream raw materials:

acetic anhydride

2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranose

tetra-acetyl glucosamine

2,2,2-Trichloroethyl chloroformate

Downstream raw materials:

cyclohexyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

Cyclohexylmethyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

methyl O-<3,4,6-tri-O-acetyl-2-deoxy-(2,2,2-trichloroethoxycarbonyl)amino)-β-D-glucopyranosyl>-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

Cyclohexylmethyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside