2-Deoxy-6-O-(3-deoxy-4,6-O-isopropylidene-3-tosylamido-α-D-glucopyranosyl)-4,5-O-isopropylidene-1,3-di-N-tosylstreptamine

Base Information

• Chemical Name: 2-Deoxy-6-O-(3-deoxy-4,6-O-isopropylidene-3-tosylamido-α-D-glucopyranosyl)-4,5-O-isopropylidene-1,3-di-N-tosylstreptamine
• CAS No.: 143084-93-9
• Molecular Formula: C₃₉H₅₁N₃O₁₃S₃
• Molecular Weight: 866.044
• Mol file: 143084-93-9.mol

Synonyms:2-Deoxy-6-O-(3-deoxy-4,6-O-isopropylidene-3-tosylamido-α-D-glucopyranosyl)-4,5-O-isopropylidene-1,3-di-N-tosylstreptamine

Chemical Property of 2-Deoxy-6-O-(3-deoxy-4,6-O-isopropylidene-3-tosylamido-α-D-glucopyranosyl)-4,5-O-isopropylidene-1,3-di-N-tosylstreptamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Deoxy-6-O-(3-deoxy-4,6-O-isopropylidene-3-tosylamido-α-D-glucopyranosyl)-4,5-O-isopropylidene-1,3-di-N-tosylstreptamine

There total 1 articles about 2-Deoxy-6-O-(3-deoxy-4,6-O-isopropylidene-3-tosylamido-α-D-glucopyranosyl)-4,5-O-isopropylidene-1,3-di-N-tosylstreptamine 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%

2-deoxy-6-O-(3-deoxy-3-tosylamido-α-D-glucopyranosyl)-1,3-di-N-tosylstreptamine (103358-05-0) + 2,2-dimethoxy-propane (77-76-9) → 2-Deoxy-6-O-(3-deoxy-4,6-O-isopropylidene-3-tosylamido-α-D-glucopyranosyl)-4,5-O-isopropylidene-1,3-di-N-tosylstreptamine (143084-93-9)

Guidance literature:

With 5A molecular sieve; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide; for 0.5h; Heating;

DOI:10.1016/S0008-6215(00)90582-2

Reference yield: 92.0%

2-Deoxy-6-O-(3-deoxy-4,6-O-isopropylidene-3-tosylamido-α-D-glucopyranosyl)-4,5-O-isopropylidene-1,3-di-N-tosylstreptamine (143084-93-9) + benzenesulfonyl chloride (1939-99-7) → 6-O-(2-O-Benzylsulfonyl-3-deoxy-4,6-O-isopropylidene-3-tosylamido-α-D-glucopyranosyl)-2-deoxy-4,5-O-isopropylidene-1,3-di-N-tosylstreptamine (143084-94-0)

Guidance literature:

With pyridine; at -20 ℃; for 2h;

DOI:10.1016/S0008-6215(00)90582-2

Reference yield:

2-Deoxy-6-O-(3-deoxy-4,6-O-isopropylidene-3-tosylamido-α-D-glucopyranosyl)-4,5-O-isopropylidene-1,3-di-N-tosylstreptamine (143084-93-9) → 2-Deoxy-6-O-(2,3-dideoxy-2,3-N-tosylepimino-α-D-mannopyranosyl)-1,3-di-N-tosylstreptamine (143084-96-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / pyridine / 2 h / -20 °C

2: 72 percent / 0.5 M NaOMe / methanol / 4 h / 50 °C

3: 71 percent / 80percent aq. AcOH / 0.17 h / 80 °C

With pyridine; sodium methylate; acetic acid; In methanol;

DOI:10.1016/S0008-6215(00)90582-2

upstream raw materials:

2-deoxy-6-O-(3-deoxy-3-tosylamido-α-D-glucopyranosyl)-1,3-di-N-tosylstreptamine

2,2-dimethoxy-propane

Downstream raw materials:

6-O-(2-O-Benzylsulfonyl-3-deoxy-4,6-O-isopropylidene-3-tosylamido-α-D-glucopyranosyl)-2-deoxy-4,5-O-isopropylidene-1,3-di-N-tosylstreptamine

2-Deoxy-6-O-(2,3-dideoxy-2,3-N-tosylepimino-α-D-mannopyranosyl)-1,3-di-N-tosylstreptamine

2-Deoxy-6-O-(2,3-dideoxy-4,6-O-isopropylidene-2,3-N-tosylepimino-α-D-mannopyranosyl)-4,5-O-isopropylidene-1,3-di-N-tosylstreptamine