N-diphenylmethylene-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester

Base Information

• Chemical Name: N-diphenylmethylene-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester
• CAS No.: 172325-06-3
• Molecular Formula: C₄₂H₄₂N₄O₁₀
• Molecular Weight: 762.816
• Mol file: 172325-06-3.mol

Synonyms:N-diphenylmethylene-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester

Chemical Property of N-diphenylmethylene-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-diphenylmethylene-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester

There total 1 articles about N-diphenylmethylene-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester 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: 76.0%

3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl bromide (67673-39-6) + diphenylmethyl N-(diphenylmethylene)-L-threoninate (145362-73-8) → N-diphenylmethylene-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester (172325-06-3)

Guidance literature:

With 2,4,6-trimethyl-pyridine; silver perchlorate; In dichloromethane; for 0.25h;

DOI:10.1016/0008-6215(95)00016-M

Reference yield: 91.0%

N-diphenylmethylene-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester (172325-06-3) → O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester (172325-10-9)

Guidance literature:

With trifluoroacetic acid; In tetrahydrofuran; for 0.0833333h;

DOI:10.1016/0008-6215(95)00016-M

Reference yield:

N-diphenylmethylene-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester (172325-06-3) → N-(9-fluorenylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester (172325-14-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / aq. TFA / tetrahydrofuran / 0.08 h

2: 91 percent / i-Pr₂NEt / CH₂Cl₂ / 0.75 h / Ambient temperature

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1016/0008-6215(95)00016-M

upstream raw materials:

3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl bromide

diphenylmethyl N-(diphenylmethylene)-L-threoninate

Downstream raw materials:

O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester

N-(9H-fluoren-9-yl)methoxycarbonyl-O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranosyl)-L-threonine

N-(9-fluorenylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester