LAMINARIBIOSE OCTAACETATE

Base Information

• Chemical Name: LAMINARIBIOSE OCTAACETATE
• CAS No.: 51157-42-7
• Molecular Formula: C₂₈H₃₈O₁₉
• Molecular Weight: 678.598
• Mol file: 51157-42-7.mol

Synonyms:1,2,4,6-TRI-O-ACETYL-3-O-(2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSYL)-ALPHA-D-GLUCOPYRANOSIDE;LAMINARIBIOSE OCTAACETATE;1,2,4,6-Tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl -b-D-glucopyranosyl)-a-D-glucopyranoside;1,2,4,6-Tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl -β-D-glucopyranosyl)-α-D-glucopyranoside;3-O-(2,3,4,6-Tetra-O-acetyl -β-D-glucopyranosyl)-

Chemical Property of LAMINARIBIOSE OCTAACETATE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 78-80°C
• Boiling Point: 670.081°C at 760 mmHg
• Flash Point: 275.789°C
• PSA: 238.09000
• Density: 1.37g/cm³
• LogP: -0.83080
• Storage Temp.: Refrigerator
• Solubility.: Dichloromethane, Ether, Ethyl Acetate, Methanol

Purity/Quality:

98%Min ^*data from raw suppliers

Laminaribiose Octaacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Laminaribiose was isolated from Kernels Laminaribiose was isolated from Kernels seeds in an amorphous form and identified as the crystalline octaacetate.

Technology Process of LAMINARIBIOSE OCTAACETATE

There total 10 articles about LAMINARIBIOSE 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: 87.0%

3,4,6-tri-O-acetyl-1,2-O-<1-(exo-cyano)ethylidene>-α-D-glucopyranose (35106-01-5) + 3-O-trityl-1,2,4,6-tetra-O-acetyl-α,β-glucopyranose → octo-O-acetyllaminaribose (51157-42-7)

Guidance literature:

With Tr⁺ClO₄^-; under 10500800 Torr;

Reference yield:

1,2,4,6-tetra-O-acetyl-β-D-glucopyranose (27086-14-2) + β-D-glucose pentaacetate (604-69-3) → Acetic acid (2R,3R,4S,5R,6S)-5,6-diacetoxy-2-acetoxymethyl-4-trimethylsilanyloxy-tetrahydro-pyran-3-yl ester (130052-87-8) + laminaribiose octaacetate (22352-62-1,22551-65-1,51157-42-7,56994-14-0,56994-15-1,56994-16-2,63162-71-0,64680-96-2,65877-61-4,68036-16-8,68036-18-0,84049-78-5,93221-81-9,96150-23-1,96150-24-2,101144-29-0,102919-01-7,123809-58-5,123809-61-0,145307-93-3)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; Ambient temperature;

DOI:10.1071/CH9900665

Reference yield:

acetic anhydride (108-24-7) → O1,O2,O4,O6-Tetraacetyl-O3-(tetra-O-acetyl-β-D-glucopyranosyl)-ξ-D-galactopyranose (22352-62-1,22551-65-1,51157-42-7,56994-14-0,56994-15-1,56994-16-2,63162-71-0,64680-96-2,65877-61-4,68036-16-8,68036-18-0,84049-78-5,93221-81-9,96150-23-1,96150-24-2,101144-29-0,102919-01-7,123809-58-5,123809-61-0,145307-93-3)

Guidance literature:

With pyridine;

upstream raw materials:

O¹,O²,O⁴,O⁶-Tetraacetyl-O³-(tetra-O-acetyl-α-D-galactopyranosyl)-ξ-D-glucopyranose

acetic anhydride

O³-α-D-Galactopyranosyl-D-glucose

3,4,6-tri-O-acetyl-1,2-O-<1-(exo-cyano)ethylidene>-α-D-glucopyranose

Downstream raw materials:

O¹,O²,O⁴,O⁶-Tetraacetyl-O³-(tetra-O-acetyl-ξ-D-galactopyranosyl)-ξ-D-mannopyranose

4,6-O-benzylidene-N-benzyloxycarbonyl-1,5-dideoxy-3-O-[β-D-glucopyranosyl-(1->3)-β-D-glucopyranosyl]-1,5-imino-D-glucitol

3-O-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-glucopyranosyl]-4,6-O-benzylidene-N-benzyloxycarbonyl-2-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol

4-methoxyphenyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-acetyl-β-D-glucopyranoside

Refernces

• 1、 Jain, Namrata,Tamura, Kazune,Déjean, Guillaume,Van Petegem, Filip,Brumer, Harry. "Orthogonal Active-Site Labels for Mixed-Linkage endo-β-Glucanases". . p. 1968 - 1984. Retrieved 2021/05/26.
• 2、 Rodriguez, Evelyn B.,Stick, Robert V.. "The Synthesis of Active-Site Directed Inhibitors of Some β-Glucan Hydrolases". . p. 665 - 679. Retrieved 2007/10/02.