Benzyl 2,3,4-tri-O-acetyl-4-nitromethyl-b-D-arabinopyranose

Base Information

Chemical Name:Benzyl 2,3,4-tri-O-acetyl-4-nitromethyl-b-D-arabinopyranose
CAS No.:383173-65-7
Molecular Formula:C19H23NO10
Molecular Weight:425.38662
Hs Code.:
DSSTox Substance ID:DTXSID401150177
Nikkaji Number:J1.643.649F
Mol file:383173-65-7.mol

Synonyms:383173-65-7;Benzyl 2,3,4-tri-O-acetyl-4-nitromethyl-b-D-arabinopyranose;[(2R,3S,4S,5R)-4,5-diacetyloxy-5-(nitromethyl)-2-phenylmethoxyoxan-3-yl] acetate;DTXSID401150177;Benzyl 2,3,4-Tri-O-acetyl-4-nitromethyl-beta-D-arabinopyranoside;W-202579;Benzyl 2,3,4-Tri-O-acetyl-4-nitromethyl-?-D-arabinopyranoside;Benzyl 2,3,4-Tri-O-acetyl-4-nitromethyl- beta -D-arabinopyranoside;beta-D-Arabinopyranoside, phenylmethyl 4-C-(nitromethyl)-, 2,3,4-triacetate

Suppliers and Price of Benzyl 2,3,4-tri-O-acetyl-4-nitromethyl-b-D-arabinopyranose

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Usbiological
Benzyl 2,3,4-tri-O-acetyl-4-nitromethyl-b-D-arabinopyranose
5mg
$ 409.00

TRC
Benzyl2,3,4-Tri-O-acetyl-4-nitromethyl-β-D-arabinopyranoside
100mg
$ 1230.00

Biosynth Carbosynth
Benzyl 2,3,4-tri-O-acetyl-4-nitromethyl-b-D-arabinopyranose
25 mg
$ 262.50

Biosynth Carbosynth
Benzyl 2,3,4-tri-O-acetyl-4-nitromethyl-b-D-arabinopyranose
10 mg
$ 157.50

Biosynth Carbosynth
Benzyl 2,3,4-tri-O-acetyl-4-nitromethyl-b-D-arabinopyranose
5 mg
$ 89.30

American Custom Chemicals Corporation
BENZYL-2,3,4-TRI-O-ACETYL-4-NITROMETHYL-BETA-D-ARABINOPYRANOSE 95.00%
5MG
$ 497.78

Total 4 raw suppliers

Chemical Property of Benzyl 2,3,4-tri-O-acetyl-4-nitromethyl-b-D-arabinopyranose

Chemical Property:

Vapor Pressure:0mmHg at 25°C
Boiling Point:494.858°C at 760 mmHg
Flash Point:179.011°C
PSA：143.18000
Density:1.332g/cm³
LogP:1.52470
Solubility.:Dichloromethane
XLogP3:0.8
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:10
Exact Mass:425.13219593
Heavy Atom Count:30
Complexity:642

Purity/Quality:

98%Min ^*data from raw suppliers

Benzyl 2,3,4-tri-O-acetyl-4-nitromethyl-b-D-arabinopyranose ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(=O)OC1C(C(COC1OCC2=CC=CC=C2)(C[N+](=O)[O-])OC(=O)C)OC(=O)C
Isomeric SMILES:CC(=O)O[C@H]1[C@@H]([C@](CO[C@H]1OCC2=CC=CC=C2)(C[N+](=O)[O-])OC(=O)C)OC(=O)C

Technology Process of Benzyl 2,3,4-tri-O-acetyl-4-nitromethyl-b-D-arabinopyranose

There total 3 articles about Benzyl 2,3,4-tri-O-acetyl-4-nitromethyl-b-D-arabinopyranose 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: 82.0%

: 108-24-7
acetic anhydride

: 383173-64-6
Benzyl 4-C-nitromethyl-β-D-arabino-pyranoside

: 383173-65-7
Benzyl 2,3,4-tri-O-acetyl-4-C-nitromethyl-β-D-arabino-pyranoside

Guidance literature:: With toluene-4-sulfonic acid; at 0 - 20 ℃;
DOI:10.1002/1521-3765(20010903)7:17<3744::AID-CHEM3744>3.0.CO;2-3

Reference yield:

: 5329-50-0
(-)-benzyl β-D-arabinopyranoside

: 383173-65-7
Benzyl 2,3,4-tri-O-acetyl-4-C-nitromethyl-β-D-arabino-pyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: (Bu₃Sn)2O; molecular sieves 3 Angstroem / CHCl₃ / 3.5 h / Heating

1.2: 91 percent / Br₂ / CHCl₃ / 0.05 h / 0 °C

2.1: 43 percent / Et₃N / 1 h / 0 °C

3.1: 82 percent / p-TsOH*H₂O / 0 - 20 °C

With 3 A molecular sieve; toluene-4-sulfonic acid; triethylamine; bis(tri-n-butyltin)oxide; In chloroform; 2.1: Henry reaction;
DOI:10.1002/1521-3765(20010903)7:17<3744::AID-CHEM3744>3.0.CO;2-3

Reference yield:

: 100023-96-9
Benzyl-β-L-threo-pentopyranosid-4-ulose

: 383173-65-7
Benzyl 2,3,4-tri-O-acetyl-4-C-nitromethyl-β-D-arabino-pyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 43 percent / Et₃N / 1 h / 0 °C

2: 82 percent / p-TsOH*H₂O / 0 - 20 °C

With toluene-4-sulfonic acid; triethylamine; 1: Henry reaction;
DOI:10.1002/1521-3765(20010903)7:17<3744::AID-CHEM3744>3.0.CO;2-3