N-(benzyloxycarbonyl)-O-(β-D-galactopyranosyl)-(1->3)-O-[(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-3-nonulopyranosylonic acid)-(2->6)]-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine

Base Information

• Chemical Name: N-(benzyloxycarbonyl)-O-(β-D-galactopyranosyl)-(1->3)-O-[(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-3-nonulopyranosylonic acid)-(2->6)]-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine
• CAS No.: 460729-19-5
• Molecular Formula: C₃₆H₅₃N₃O₂₃
• Molecular Weight: 895.823
• Mol file: 460729-19-5.mol

Synonyms:N-(benzyloxycarbonyl)-O-(β-D-galactopyranosyl)-(1->3)-O-[(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-3-nonulopyranosylonic acid)-(2->6)]-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine

Chemical Property of N-(benzyloxycarbonyl)-O-(β-D-galactopyranosyl)-(1->3)-O-[(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-3-nonulopyranosylonic acid)-(2->6)]-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(benzyloxycarbonyl)-O-(β-D-galactopyranosyl)-(1->3)-O-[(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-3-nonulopyranosylonic acid)-(2->6)]-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine

There total 6 articles about N-(benzyloxycarbonyl)-O-(β-D-galactopyranosyl)-(1->3)-O-[(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-3-nonulopyranosylonic acid)-(2->6)]-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine 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:

3-O-(2-Acetamido-2-desoxy-α-D-galactopyranosyl)-L-serin (17041-36-0,72259-90-6,116949-18-9,67262-86-6) → N-(benzyloxycarbonyl)-O-(β-D-galactopyranosyl)-(1->3)-O-[(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-3-nonulopyranosylonic acid)-(2->6)]-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine (460729-19-5)

Guidance literature:

Multi-step reaction with 5 steps

1: aq. NaOH / 10 h / 0 °C

2: 4.83 g / Et₃N / dimethylformamide / 20 h / 20 °C

3: 68 percent / recombinant β(1,3)-galactosidase from B. curculans; potassium phosphate buffer / dimethylformamide / 4.5 h / 37 °C / pH 6.0

4: 70 percent / (+/-)-camphorsulfonic acid / acetone / 24 h / 20 °C

With sodium hydroxide; potassium phosphate buffer; recombinant β(1,3)-galactosidase from B. curculans; camphor-10-sulfonic acid; triethylamine; In N,N-dimethyl-formamide; acetone;

DOI:10.1081/CAR-120003741

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → N-(benzyloxycarbonyl)-O-(β-D-galactopyranosyl)-(1->3)-O-[(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-3-nonulopyranosylonic acid)-(2->6)]-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine (460729-19-5)

Guidance literature:

Multi-step reaction with 5 steps

1: aq. NaOH / 10 h / 0 °C

2: 4.83 g / Et₃N / dimethylformamide / 20 h / 20 °C

3: 68 percent / recombinant β(1,3)-galactosidase from B. curculans; potassium phosphate buffer / dimethylformamide / 4.5 h / 37 °C / pH 6.0

4: 70 percent / (+/-)-camphorsulfonic acid / acetone / 24 h / 20 °C

With sodium hydroxide; potassium phosphate buffer; recombinant β(1,3)-galactosidase from B. curculans; camphor-10-sulfonic acid; triethylamine; In N,N-dimethyl-formamide; acetone;

DOI:10.1081/CAR-120003741

Reference yield:

(S)-3-((2S,3R,4R,5R,6R)-3-Acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-benzyloxycarbonylamino-propionic acid → N-(benzyloxycarbonyl)-O-(β-D-galactopyranosyl)-(1->3)-O-[(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-3-nonulopyranosylonic acid)-(2->6)]-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine (460729-19-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 4.83 g / Et₃N / dimethylformamide / 20 h / 20 °C

2: 68 percent / recombinant β(1,3)-galactosidase from B. curculans; potassium phosphate buffer / dimethylformamide / 4.5 h / 37 °C / pH 6.0

3: 70 percent / (+/-)-camphorsulfonic acid / acetone / 24 h / 20 °C

With potassium phosphate buffer; recombinant β(1,3)-galactosidase from B. curculans; camphor-10-sulfonic acid; triethylamine; In N,N-dimethyl-formamide; acetone;

DOI:10.1081/CAR-120003741

upstream raw materials:

N-(benzyloxycarbonyl)-O-(3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-α-D-galactopyranosyl)-(1->3)-L-serine allyl ester

benzyl chloroformate

3-O-(2-Acetamido-2-desoxy-α-D-galactopyranosyl)-L-serin

N-(benzyloxycarbonyl)-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine allyl ester