lacto-N-biose II

Base Information

• Chemical Name: lacto-N-biose II
• CAS No.: 63121-25-5
• Molecular Formula: C₁₄H₂₅NO₁₁
• Molecular Weight: 383.353
• Mol file: 63121-25-5.mol

Synonyms:Lacto-N-bioseII

Chemical Property of lacto-N-biose II

Chemical Property:

• Vapor Pressure: 2.95E-29mmHg at 25°C
• Boiling Point: 795.5°C at 760 mmHg
• Flash Point: 434.9°C
• Density: 1.64g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of lacto-N-biose II

There total 16 articles about lacto-N-biose II 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: 38.0%

Acetic acid (2R,3S,4S,5R,6S)-4-acetoxy-5-acetylamino-6-[(3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-2-trityloxymethyl-tetrahydro-pyran-3-yl ester (83032-26-2,83032-29-5) → 3-O-(2-acetamido-2-desoxy-α-D-talopyranosyl)-D-glucose (491-85-0,22176-27-8,30688-41-6,38711-46-5,51921-39-2,62137-98-8,63121-25-5,79733-84-9,79733-85-0,97101-33-2,130794-38-6,130794-39-7,147127-57-9,210036-24-1)

Guidance literature:

In water; trifluoroacetic acid; for 0.333333h;

DOI:10.1016/S0008-6215(00)82219-3

Reference yield:

C21H31NO11 (1225015-63-3) → GalNac β1-3 Glc (491-85-0,22176-27-8,30688-41-6,38711-46-5,51921-39-2,62137-98-8,63121-25-5,79733-84-9,79733-85-0,97101-33-2,130794-38-6,130794-39-7,147127-57-9,210036-24-1)

Guidance literature:

With hydrogen; 1% Pd/C;

Reference yield:

1,6-Di-O-acetyl-3-O-(6-O-acetyl-2-acetamido-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-2,4-di-O-benzyl-D-galactopyranose (79705-45-6,79705-46-7) → 3-O-(2-Acetamido-2-desoxy-α-D-glucopyranosyl)-D-galactopyranose (491-85-0,22176-27-8,30688-41-6,38711-46-5,51921-39-2,62137-98-8,63121-25-5,79733-84-9,79733-85-0,97101-33-2,130794-38-6,130794-39-7,147127-57-9,210036-24-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10percent Pd/C / methanol; dioxane / 6 h

2: NEt₃ / methanol; H₂O; dioxane / 16 h

With hydrogen; triethylamine; palladium on activated charcoal; In 1,4-dioxane; methanol; water;

upstream raw materials:

C₂₁H₃₁NO₁₁

3-O-(2-Acetamido-2-desoxy-6-O-trityl-α-D-galactopyranosyl)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

3-O-(3,4-didesoxy-6-O-trityl-α-D-glycero-hex-3-enopyranosyl)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

(2R,4R,5R,6R)-2-[(3aR,5R,6S,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-4,5-dihydroxy-6-trityloxymethyl-dihydro-pyran-3-one oxime

Refernces

• 1、 David, Serge,Lubineau, Andre,Vatele, Jean-Michel. "SYNTHESE DE DISACCHARIDES A LIAISON α-D PAR CYCLOADDITION: 3-O-α-L-FUCOPYRANOSYL-D-GLUCOSE, 3-O-(2-ACETAMIDO-2-DESOXY-α-D-GALACTOPYRANOSYL)-D-GLUCOSE ET 3-O-α-D-TALOPYRANOSYL-D-GLUCOSE". . p. 41 - 54. Retrieved 2007/10/02.