4-NITROPHENYL HEPTA-O-ACETYL-BETA-LACTOS

Base Information

• Chemical Name: 4-NITROPHENYL HEPTA-O-ACETYL-BETA-LACTOS
• CAS No.: 84034-75-3
• Molecular Formula: C32H39NO20
• Molecular Weight: 757.656
• Hs Code.: 29400090
• Mol file: 84034-75-3.mol

Synonyms:4-Nitrophenyl hepta-O-acetyl-|A-lactoside;4-Nitrophenyl |A-lactoside heptaacetate;p-Nitrophenyl |A-D-Lactopyranoside Heptaacetate;p-Nitrophenyl |A-Lactoside Heptaacetate;W0403;

Chemical Property of 4-NITROPHENYL HEPTA-O-ACETYL-BETA-LACTOS

Chemical Property:

• PSA: 266.84000
• LogP: 1.11650
• Storage Temp.: −20°C
• Solubility.: Methanol

Purity/Quality:

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

p-Nitrophenylβ-D-LactopyranosideHeptaacetate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: p-Nitrophenyl β-D-Lactopyranoside Heptaacetate (cas# 84034-75-3) is a compound useful in organic synthesis.

Technology Process of 4-NITROPHENYL HEPTA-O-ACETYL-BETA-LACTOS

There total 11 articles about 4-NITROPHENYL HEPTA-O-ACETYL-BETA-LACTOS 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: 74.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 2,3,6,2',3',4',6'-hepta-O-acetyl-lactosyl bromide (4753-07-5) → 4-nitrophenyl-2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3,6-tetra-O-acetyl-β-D-glucopyranoside (84034-75-3)

Guidance literature:

With 2,6-dimethylpyridine; silver carbonate; In acetonitrile; at 20 ℃; for 16h; Molecular sieve; Darkness;

Reference yield: 68.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 1',2',3',6',2,3,4,6-octa-O-acetyl-β-D-lactose (3616-19-1,5328-50-7,5346-90-7,6291-42-5,6920-00-9,20764-63-0,20880-60-8,20880-65-3,22352-19-8,23973-20-8,32447-69-1,34213-32-6,52554-32-2,53956-64-2,56907-29-0,56994-12-8,56994-13-9,57128-38-8,67650-36-6,68036-17-9,68036-19-1,78215-50-6,78215-51-7,79549-48-7,80446-82-8,85249-04-3,93221-83-1,93779-27-2,111407-83-1,111407-84-2,111407-85-3,120328-65-6,123809-59-6,132341-46-9,132341-47-0,132341-49-2,145307-94-4) → 4-nitrophenyl-2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3,6-tetra-O-acetyl-β-D-glucopyranoside (84034-75-3)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 48h; Molecular sieve; Inert atmosphere;

DOI:10.1039/c6ob01712f

Reference yield:

lactose octaacetate (3616-19-1,5328-50-7,5346-90-7,6291-42-5,6920-00-9,20764-63-0,20880-60-8,20880-65-3,22352-19-8,23973-20-8,32447-69-1,34213-32-6,53956-64-2,56907-29-0,56994-12-8,56994-13-9,57128-38-8,67650-36-6,68036-17-9,68036-19-1,78215-50-6,78215-51-7,79549-48-7,80446-82-8,85249-04-3,93221-83-1,93779-27-2,111407-83-1,111407-84-2,111407-85-3,120328-65-6,123809-59-6,132341-46-9,132341-47-0,132341-49-2,145307-94-4,52554-32-2) → 4-nitrophenyl-2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3,6-tetra-O-acetyl-β-D-glucopyranoside (84034-75-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / HBr / acetic acid

2: TBAHS; aq. Na₂CO₃ / CH₂Cl₂ / 3 h / 20 °C

With hydrogen bromide; tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; In dichloromethane; acetic acid;

DOI:10.1016/j.bmcl.2005.12.010

upstream raw materials:

4-nitro-phenol

2,3,6,2',3',4',6'-hepta-O-acetyl-lactosyl bromide

1',2',3',6',2,3,4,6-octa-O-acetyl-β-D-lactose

lactose octaacetate

Downstream raw materials:

4-nitrophenyl β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside

4-aminophenyl-2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3,6-tetra-O-acetyl-β-D-glucopyranoside

N-{4-[(2S,3R,4R,5S,6R)-3,4-Dihydroxy-6-hydroxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-phenyl}-acrylamide

Acetic acid (2S,3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-(4-acryloylamino-phenoxy)-5-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester