[(2R,3R,4S,5R,6S)-3,4,5-Triacetyloxy-6-[(2R,3R,4S,5R,6S)-3,5-diacetyloxy-2-(acetyloxymethyl)-6-(4-nitrophenoxy)oxan-4-yl]oxyoxan-2-yl]methyl acetate

Base Information

Chemical Name:[(2R,3R,4S,5R,6S)-3,4,5-Triacetyloxy-6-[(2R,3R,4S,5R,6S)-3,5-diacetyloxy-2-(acetyloxymethyl)-6-(4-nitrophenoxy)oxan-4-yl]oxyoxan-2-yl]methyl acetate
CAS No.:195715-98-1
Molecular Formula:C₃₂H₃₉NO₂₀
Molecular Weight:757.656
Hs Code.:
DSSTox Substance ID:DTXSID60440943
Wikidata:Q72495829
Mol file:195715-98-1.mol

[(2R,3R,4S,5R,6S)-3,4,5-Triacetyloxy-6-[(2R,3R,4S,5R,6S)-3,5-diacetyloxy-2-(acetyloxymethyl)-6-(4-nitrophenoxy)oxan-4-yl]oxyoxan-2-yl]methyl acetate

Synonyms:195715-98-1;[(2R,3R,4S,5R,6S)-3,4,5-Triacetyloxy-6-[(2R,3R,4S,5R,6S)-3,5-diacetyloxy-2-(acetyloxymethyl)-6-(4-nitrophenoxy)oxan-4-yl]oxyoxan-2-yl]methyl acetate;DTXSID60440943;FPUPORSBEXGRKK-MMXCIQNPSA-N;4-Nitrophenyl 3-O-(2,3,4,6-Tetra-O-acetyl-|A-D-glucopyranosyl)-|A-D-glucopyranoside 2,4,6-Triacetate;(2R,3R,4S,5R,6S)-2-(Acetoxymethyl)-6-(((2R,3R,4S,5R,6S)-3,5-diacetoxy-2-(acetoxymethyl)-6-(4-nitrophenoxy)tetrahydro-2H-pyran-4-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate;[(2R,3R,4S,5R,6S)-3,5-BIS(ACETYLOXY)-6-(4-NITROPHENOXY)-4-{[(2S,3R,4S,5R,6R)-3,4,5-TRIS(ACETYLOXY)-6-[(ACETYLOXY)METHYL]OXAN-2-YL]OXY}OXAN-2-YL]METHYL ACETATE

Suppliers and Price of [(2R,3R,4S,5R,6S)-3,4,5-Triacetyloxy-6-[(2R,3R,4S,5R,6S)-3,5-diacetyloxy-2-(acetyloxymethyl)-6-(4-nitrophenoxy)oxan-4-yl]oxyoxan-2-yl]methyl acetate

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

TRC
4-Nitrophenyl2,4,6-Tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-b-D-glucopyranoside
2.5mg
$ 155.00

Biosynth Carbosynth
4-Nitrophenyl 2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-b-D-glucopyranosyl)-b-D-glucopyranoside
2 mg
$ 231.00

Biosynth Carbosynth
4-Nitrophenyl 2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-b-D-glucopyranosyl)-b-D-glucopyranoside
1 mg
$ 157.50

Biosynth Carbosynth
4-Nitrophenyl 2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-b-D-glucopyranosyl)-b-D-glucopyranoside
0.5 mg
$ 89.30

Total 12 raw suppliers

Chemical Property of [(2R,3R,4S,5R,6S)-3,4,5-Triacetyloxy-6-[(2R,3R,4S,5R,6S)-3,5-diacetyloxy-2-(acetyloxymethyl)-6-(4-nitrophenoxy)oxan-4-yl]oxyoxan-2-yl]methyl acetate

Chemical Property:

Melting Point:178-180°C
PSA：266.84000
LogP:1.11650
Solubility.:Dichloromethane, Ether, Ethyl Acetate, Methanol
XLogP3:0.9
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:20
Rotatable Bond Count:20
Exact Mass:757.20654263
Heavy Atom Count:53
Complexity:1360

Purity/Quality:

98% ^*data from raw suppliers

4-Nitrophenyl2,4,6-Tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-b-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(=O)OCC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C)OC3=CC=C(C=C3)[N+](=O)[O-])COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
Isomeric SMILES:CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]([C@H](O[C@H]([C@@H]2OC(=O)C)OC3=CC=C(C=C3)[N+](=O)[O-])COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
Uses 4-Nitrophenyl 2,4,6-Tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl -β-D-glucopyranosyl)-b-D-glucopyranoside (cas# 195715-98-1) is a compound useful in organic synthesis.

Technology Process of [(2R,3R,4S,5R,6S)-3,4,5-Triacetyloxy-6-[(2R,3R,4S,5R,6S)-3,5-diacetyloxy-2-(acetyloxymethyl)-6-(4-nitrophenoxy)oxan-4-yl]oxyoxan-2-yl]methyl acetate

There total 3 articles about [(2R,3R,4S,5R,6S)-3,4,5-Triacetyloxy-6-[(2R,3R,4S,5R,6S)-3,5-diacetyloxy-2-(acetyloxymethyl)-6-(4-nitrophenoxy)oxan-4-yl]oxyoxan-2-yl]methyl acetate 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: 45.0%

: 100-02-7,78813-13-5,89830-32-0
4-nitro-phenol

: 23202-66-6
2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→3)-2,4,6-tri-O-acetyl-α-D-glucopyranosyl bromide

: 195715-98-1
Acetic acid (2S,3R,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-2-(4-nitro-phenoxy)-4-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In dichloromethane; for 4h; Heating;

Reference yield:

: 108-24-7
acetic anhydride

: 26255-70-9
4-nitrophenyl β-D-glucopyranosyl-(1->3)-β-D-glucopyranoside

: 195715-98-1
Acetic acid (2S,3R,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-2-(4-nitro-phenoxy)-4-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: With pyridine; at 5 ℃;
DOI:10.1002/(SICI)1521-3765(19981204)4:12<2442::AID-CHEM2442>3.0.CO;2-A

Reference yield:

: 68036-18-0
1,2,4,6-tetra-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranose

: 195715-98-1
Acetic acid (2S,3R,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-2-(4-nitro-phenoxy)-4-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / HBr / acetic acid / 0.25 h / Ambient temperature

2: 45 percent / benzyltriethylammonium chloride, aq. NaOH / CH₂Cl₂ / 4 h / Heating

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; hydrogen bromide; In dichloromethane; acetic acid;