O-Nitrophenyl beta-D-cellobioside

Base Information

• Chemical Name: O-Nitrophenyl beta-D-cellobioside
• CAS No.: 70867-33-3
• Molecular Formula: C₁₈H₂₅NO₁₃
• Molecular Weight: 463.395
• Hs Code.: 29400090
• Nikkaji Number: J1.257.499A
• Mol file: 70867-33-3.mol

Synonyms:70867-33-3;2-Nitrophenyl beta-D-cellobioside;O-NITROPHENYLBETA-D-CELLOBIOSIDE;O-NITROPHENYL BETA-D-CELLOBIOSIDE;2-Nitrophenyl-beta-D-cellobioside;2-Nitrophenyl b-D-cellobioside;2-Nitrophenyl 4-O-beta-D-glucopyranosyl-beta-D-glucopyranoside;o-Nitrophenyl b-D-cellobioside;o-Nitrophenyl ?-D-Cellobioside;(2S,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R,6S)-4,5-DIHYDROXY-2-(HYDROXYMETHYL)-6-(2-NITROPHENOXY)OXAN-3-YL]OXY}-6-(HYDROXYMETHYL)OXANE-3,4,5-TRIOL;MFCD00133678;(2S,3R,4S,5S,6R)-2-((2R,3S,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-(2-nitrophenoxy)tetrahydro-2H-pyran-3-yloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;WURCS=2.0/2,2,1/[a2122h-1b_1-5_1*O(C^ZC^EC^ZC^ZC^ZC^E$3)/4NO/9=O][a2122h-1b_1-5]/1-2/a4-b1

Chemical Property of O-Nitrophenyl beta-D-cellobioside

Chemical Property:

• Vapor Pressure: 3.94E-26mmHg at 25°C
• Melting Point: 215-216°C
• Refractive Index: 1.67
• Boiling Point: 787.5oC at 760 mmHg
• PKA: 12.56±0.70(Predicted)
• Flash Point: 430.1oC
• PSA: 224.35000
• Density: 1.7g/cm3
• LogP: -2.87910
• Storage Temp.: −20°C
• Solubility.: Methanol (Slightly, Heated), Water (Slightly)
• XLogP3: -2.6
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 6
• Exact Mass: 463.13258985
• Heavy Atom Count: 32
• Complexity: 620

Purity/Quality:

98%,99%, ^*data from raw suppliers

o-Nitrophenyl b-D-Cellobioside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)[N+](=O)[O-])OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)O)O)O)O
• Isomeric SMILES: C1=CC=C(C(=C1)[N+](=O)[O-])O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O
• Uses: o-Nitrophenyl β-D-Cellobioside (cas# 70867-33-3) is a compound useful in organic synthesis.

Technology Process of O-Nitrophenyl beta-D-cellobioside

There total 4 articles about O-Nitrophenyl beta-D-cellobioside 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: 29.0%

1-deoxy-1-fluoro-α-D-glucose (2106-10-7) + 2-nitrophenyl β-D-glucopyranoside (2816-24-2) → o-nitrophenyl-β-D-cellobiopyranoside (70867-33-3) + (2S,3R,4S,5S,6R)-2-{(2R,3S,4R,5R,6S)-6-[(2R,3S,4R,5R,6S)-4,5-Dihydroxy-2-hydroxymethyl-6-(2-nitro-phenoxy)-tetrahydro-pyran-3-yloxy]-4,5-dihydroxy-2-hydroxymethyl-tetrahydro-pyran-3-yloxy}-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol + C30H45NO23

Guidance literature:

With AbgGlu₃₅₈Ala; ammonium bicarbonate buffer; for 8h; Ambient temperature;

DOI:10.1021/ja980833d

Reference yield:

2-NP-β-Glc → o-nitrophenyl-β-D-cellobiopyranoside (70867-33-3) + o-nitrophenyl β-D-glucopyranosyl-<1->3>-β-D-glucopyranoside + o-nitrophenyl β-D-glucopyranosyl-<1->6>-β-D-glucopyranoside (162463-98-1) + C24H35NO18

Guidance literature:

With mutant Glu387Gly Ss-β-Gly; sodium formate; In phosphate buffer; at 60 ℃; for 1h; Further byproducts given; Enzymatic reaction;

DOI:10.1016/S0960-894X(99)00700-3

Reference yield:

2-NP-β-Glc → o-nitrophenyl-β-D-cellobiopyranoside (70867-33-3) + C24H35NO18 + C24H35NO18 + C30H45NO23

Guidance literature:

With mutant Glu387Gly Ss-β-Gly; sodium formate; In phosphate buffer; at 60 ℃; for 1h; Further byproducts given; Enzymatic reaction;

DOI:10.1016/S0960-894X(99)00700-3

upstream raw materials:

1-deoxy-1-fluoro-α-D-glucose

2-nitrophenyl β-D-glucopyranoside