phenyl 2,3,4-tri-O-benzyl-6-O-{4-[(5-dimethylaminonaphthalene-1-sulfonylamino)methyl]-1H-1,2,3-triazol-1-yl}acetyl-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: phenyl 2,3,4-tri-O-benzyl-6-O-{4-[(5-dimethylaminonaphthalene-1-sulfonylamino)methyl]-1H-1,2,3-triazol-1-yl}acetyl-1-thio-β-D-galactopyranoside
• CAS No.: 1385808-36-5
• Molecular Formula: C₅₀H₅₁N₅O₈S₂
• Molecular Weight: 914.116
• Mol file: 1385808-36-5.mol

Synonyms:phenyl 2,3,4-tri-O-benzyl-6-O-{4-[(5-dimethylaminonaphthalene-1-sulfonylamino)methyl]-1H-1,2,3-triazol-1-yl}acetyl-1-thio-β-D-galactopyranoside

Chemical Property of phenyl 2,3,4-tri-O-benzyl-6-O-{4-[(5-dimethylaminonaphthalene-1-sulfonylamino)methyl]-1H-1,2,3-triazol-1-yl}acetyl-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 2,3,4-tri-O-benzyl-6-O-{4-[(5-dimethylaminonaphthalene-1-sulfonylamino)methyl]-1H-1,2,3-triazol-1-yl}acetyl-1-thio-β-D-galactopyranoside

There total 3 articles about phenyl 2,3,4-tri-O-benzyl-6-O-{4-[(5-dimethylaminonaphthalene-1-sulfonylamino)methyl]-1H-1,2,3-triazol-1-yl}acetyl-1-thio-β-D-galactopyranoside 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: 59.0%

phenyl 6-O-(2-azido)acetyl-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside (1385808-26-3) + 5-(dimethylamino)-N-(prop-2-yn-1-yl)naphthalene-1-sulfonamide (175728-78-6) → phenyl 2,3,4-tri-O-benzyl-6-O-{4-[(5-dimethylaminonaphthalene-1-sulfonylamino)methyl]-1H-1,2,3-triazol-1-yl}acetyl-1-thio-β-D-galactopyranoside (1385808-36-5)

Guidance literature:

With copper(ll) sulfate pentahydrate; sodium L-ascorbate; In dichloromethane; at 20 ℃;

DOI:10.1055/s-0031-1290975

Reference yield:

phenyl 2,3,4-tri-O-benzyl-6-O-chloroacetyl-1-thio-β-D-galactopyranoside (819798-14-6) → phenyl 2,3,4-tri-O-benzyl-6-O-{4-[(5-dimethylaminonaphthalene-1-sulfonylamino)methyl]-1H-1,2,3-triazol-1-yl}acetyl-1-thio-β-D-galactopyranoside (1385808-36-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium azide; potassium iodide / acetone / 24 h / 20 °C

2: copper(ll) sulfate pentahydrate; sodium L-ascorbate / dichloromethane / 20 °C

With sodium azide; copper(ll) sulfate pentahydrate; sodium L-ascorbate; potassium iodide; In dichloromethane; acetone; 2: Huisgen cycloaddition;

DOI:10.1055/s-0031-1290975

Reference yield:

phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside (38184-12-2,120403-26-1,87470-73-3) → phenyl 2,3,4-tri-O-benzyl-6-O-{4-[(5-dimethylaminonaphthalene-1-sulfonylamino)methyl]-1H-1,2,3-triazol-1-yl}acetyl-1-thio-β-D-galactopyranoside (1385808-36-5)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 14 h / 0 - 20 °C

2: sodium azide; potassium iodide / acetone / 24 h / 20 °C

3: copper(ll) sulfate pentahydrate; sodium L-ascorbate / dichloromethane / 20 °C

With sodium azide; copper(ll) sulfate pentahydrate; sodium L-ascorbate; triethylamine; potassium iodide; In dichloromethane; acetone; 3: Huisgen cycloaddition;

DOI:10.1055/s-0031-1290975

upstream raw materials:

phenyl 2,3,4-tri-O-benzyl-6-O-chloroacetyl-1-thio-β-D-galactopyranoside

phenyl 6-O-(2-azido)acetyl-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside

5-(dimethylamino)-N-(prop-2-yn-1-yl)naphthalene-1-sulfonamide

phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside