N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-acetyl-β-D-Galp)-(1->3)-O-6)>-(2-acetamido-4-O-acetyl-2-deoxy-β-D-Galp)-(1->3)-L-serine benzyl ester

Base Information

• Chemical Name: N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-acetyl-β-D-Galp)-(1->3)-O-6)>-(2-acetamido-4-O-acetyl-2-deoxy-β-D-Galp)-(1->3)-L-serine benzyl ester
• CAS No.: 122796-32-1
• Molecular Formula: C₆₂H₇₉N₃O₃₂
• Molecular Weight: 1378.31
• Mol file: 122796-32-1.mol

Synonyms:

Chemical Property of N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-acetyl-β-D-Galp)-(1->3)-O-6)>-(2-acetamido-4-O-acetyl-2-deoxy-β-D-Galp)-(1->3)-L-serine benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-acetyl-β-D-Galp)-(1->3)-O-6)>-(2-acetamido-4-O-acetyl-2-deoxy-β-D-Galp)-(1->3)-L-serine benzyl ester

There total 20 articles about N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-acetyl-β-D-Galp)-(1->3)-O-6)>-(2-acetamido-4-O-acetyl-2-deoxy-β-D-Galp)-(1->3)-L-serine benzyl 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:

N-benzyloxycarbonyl-L-serine benzyl ester (21209-51-8) → N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-acetyl-β-D-Glap)-(1->3)-O-6)>-O-(2-acetamido-4-O-acetyl-2-deoxy-α-D-Galp)-(1->3)-L-serine benzyl ester (122708-95-6,122796-32-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 15 percent / molecular sieves AW 300, Me₃SiOSO₂CF₃ / 1,2-dichloro-ethane / 0.5 h

2: 1.) H₂ / 1.) Lindlar catalyst / 1.) methanol, 40 deg C, 12 h, 2.) pyridine, room temperature, 12 h

With trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; hydrogen; Lindlar's catalyst; In 1,2-dichloro-ethane;

DOI:10.1016/0008-6215(89)84008-X

Reference yield:

N-benzyloxycarbonyl-L-serine benzyl ester (21209-51-8) → N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-acetyl-β-D-Galp)-(1->3)-O-6)>-(2-acetamido-4-O-acetyl-2-deoxy-β-D-Galp)-(1->3)-L-serine benzyl ester (122708-95-6,122796-32-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 33 percent / molecular sieves AW 300, Me₃SiOSO₂CF₃ / 1,2-dichloro-ethane / 0.5 h

2: 1.) H₂ / 1.) Lindlar catalyst / 1.) methanol, 40 deg C, 2.) pyridine, room temperature, 12 h

With trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; hydrogen; Lindlar's catalyst; In 1,2-dichloro-ethane;

DOI:10.1016/0008-6215(89)84008-X

Reference yield:

N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester (67670-69-3) → N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-acetyl-β-D-Glap)-(1->3)-O-6)>-O-(2-acetamido-4-O-acetyl-2-deoxy-α-D-Galp)-(1->3)-L-serine benzyl ester (122708-95-6,122796-32-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 44 percent / molecular sieves 4 Angstroem, Hg(CN)2, HgBr₂ / 1,2-dichloro-ethane / -15 deg C, 1 h, room temperature, 24 h

2: 98 percent / pyridine / 24 h / Ambient temperature

3: 82 percent / PdCl₂, AcONa / H₂O; acetic acid / 12 h / Ambient temperature

4: 43 percent / DBU / CH₂Cl₂ / 0.75 h / -15 °C

5: 15 percent / molecular sieves AW 300, Me₃SiOSO₂CF₃ / 1,2-dichloro-ethane / 0.5 h

6: 1.) H₂ / 1.) Lindlar catalyst / 1.) methanol, 40 deg C, 12 h, 2.) pyridine, room temperature, 12 h

With trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; 4 A molecular sieve; hydrogen; sodium acetate; mercury(II) cyanide; 1,8-diazabicyclo[5.4.0]undec-7-ene; mercury dibromide; palladium dichloride; Lindlar's catalyst; In pyridine; dichloromethane; water; acetic acid; 1,2-dichloro-ethane;

DOI:10.1016/0008-6215(89)84008-X

upstream raw materials:

acetic anhydride

N-benzyloxycarbonyl-L-serine benzyl ester

N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester

allyl 2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside