chitobiose octaacetate

Base Information

• Chemical Name: chitobiose octaacetate
• CAS No.: 117467-63-7
• Molecular Formula: C₂₈H₄₀N₂O₁₇
• Molecular Weight: 676.629
• Mol file: 117467-63-7.mol

Synonyms:chitobiose octaacetate

Chemical Property of chitobiose octaacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of chitobiose octaacetate

There total 9 articles about chitobiose octaacetate 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:

acetic anhydride (108-24-7) + chitin (1398-61-4) → chitobiose octaacetate (117467-63-7) + chitobiose octaacetate (7284-18-6)

Guidance literature:

chitin; With hydrogenchloride; for 1.5h; sonication;

With disodium hydrogenphosphate; Streptomyces griseus chitinase; at 37 ℃; for 360h; pH=6.4;

acetic anhydride; With sodium acetate; at 80 ℃; for 48h;

DOI:10.1021/jo047801v

Reference yield:

→ Octaacetylchitobiose (7284-18-6,41670-99-9,67337-27-3,67337-28-4,109957-88-2,117467-63-7)

Guidance literature:

Chitobiose, Acetanhydrid;

DOI:10.1021/bi00830a037

Reference yield:

1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose (55682-57-0) → 2-Acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-mannopyranosyl)-1,3,6-tri-O-acetyl-2-desoxy-α-D-glucopyranose (7284-18-6,41670-99-9,67337-27-3,67337-28-4,109957-88-2,117467-63-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) silver silicate, molecular sieves 4 Angstroem / 1.) toluol, 3 h, r.t., 2.) toluol

2: 89 percent / trifluoroacetic acid / 5 h / Ambient temperature

3: H₂S / pyridine; H₂O / 24 h / Ambient temperature

4: pyridine / 6 h / 0 °C

5: hydrogene / 10percent Pd-C / methanol / 1 h / 15001.2 Torr

6: pyridine / 3 h / 0 °C

With pyridine; silver silicate; 4 A molecular sieve; hydrogen sulfide; hydrogen; trifluoroacetic acid; palladium on activated charcoal; In pyridine; methanol; water;

DOI:10.1016/0008-6215(86)80006-4

upstream raw materials:

acetic anhydride

chitin

Acetic acid (2R,3S,4R,5R,6S)-6-acetoxy-5-acetylamino-3-((2S,3S,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-4-hydroxy-tetrahydro-pyran-2-ylmethyl ester

1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

Downstream raw materials:

benzyl 2-acetamido-4-O-(2'-acetamido-4',6'-benzylidene-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-6-O-(2'',3'',4''-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside

benzyl 2-acetamido-4-O-(2'-acetamido-4',6'-O-benzylidene-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-glucopyranoside

6-O-α-L-fucopyranosyl-di-N-acetylchitobiose

benzyl 2-acetamido-4-O-(2'-acetamido-2'-deoxy-3',4',6'-tri-O-acetyl-β-D-glucopyranosyl)-2-deoxy-3,6-di-O-acetyl-β-D-glucopyranoside

Refernces

• 1、 Paulsen,Lorentzen. "Synthesis of trisaccharide determinants of enterobacterial common antigens". . p. 63 - 90. Retrieved 2007/10/02.