.beta.-D-xylo-Hexofuranosid-5-ulose, methyl 2-(acetylamino)-2-deoxy-

Base Information

• Chemical Name: .beta.-D-xylo-Hexofuranosid-5-ulose, methyl 2-(acetylamino)-2-deoxy-
• CAS No.: 153373-82-1
• Molecular Formula: C₉H₁₅NO₆
• Molecular Weight: 233.221
• Mol file: 153373-82-1.mol

Synonyms:.beta.-D-xylo-Hexofuranosid-5-ulose, methyl 2-(acetylamino)-2-deoxy-

Chemical Property of .beta.-D-xylo-Hexofuranosid-5-ulose, methyl 2-(acetylamino)-2-deoxy-

Chemical Property:

• Boiling Point: 539.5±50.0 °C(Predicted)
• PKA: 12.65±0.70(Predicted)
• PSA: 105.09000
• Density: 1.36±0.1 g/cm3(Predicted)
• LogP: -1.82440

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of .beta.-D-xylo-Hexofuranosid-5-ulose, methyl 2-(acetylamino)-2-deoxy-

There total 5 articles about .beta.-D-xylo-Hexofuranosid-5-ulose, methyl 2-(acetylamino)-2-deoxy- 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:

methyl 2-acetamido-2-deoxy-5,6-O-isopropylidene-β-D-glucofuranoside (50605-03-3) → methyl 2-acetamido-2-deoxy-β-D-xylo-hexofuranosid-5-ulose (153373-82-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / acetic acid; H₂O / 5 h / Ambient temperature

2: 1.) dibutyltin oxide, 2.) Br₂, tributyltin methoxide / 1.) 0 deg C, 2.) CH₂Cl₂

With bromine; tributyltin methoxide; di(n-butyl)tin oxide; In water; acetic acid;

DOI:10.1016/S0040-4020(01)80229-5

Reference yield:

2-methyl-(1,2-dideoxy-5,6-O-isopropylidene-α-D-glucofurano)-<2,1-d>-2-oxazoline (117177-19-2) → methyl 2-acetamido-2-deoxy-β-D-xylo-hexofuranosid-5-ulose (153373-82-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / p-toluenesulfonic acid / 3 h / pH 3-4

2: 89 percent / acetic acid; H₂O / 5 h / Ambient temperature

3: 1.) dibutyltin oxide, 2.) Br₂, tributyltin methoxide / 1.) 0 deg C, 2.) CH₂Cl₂

With bromine; tributyltin methoxide; di(n-butyl)tin oxide; toluene-4-sulfonic acid; In water; acetic acid;

DOI:10.1016/S0040-4020(01)80229-5

Reference yield:

methyl 2-acetamido-2-deoxy-β-D-glucofuranoside (5517-54-4) → methyl 2-acetamido-2-deoxy-β-D-xylo-hexofuranosid-5-ulose (153373-82-1)

Guidance literature:

With bromine; tributyltin methoxide; di(n-butyl)tin oxide; Yield given. Multistep reaction; 1.) methanol, reflux, 3 h, 2.) CH₂Cl₂;

DOI:10.1016/S0040-4020(01)80229-5

upstream raw materials:

methanol

methyl 2-acetamido-2-deoxy-β-D-glucofuranoside

methyl 2-acetamido-2-deoxy-5,6-O-isopropylidene-β-D-glucofuranoside

2-methyl-(1,2-dideoxy-5,6-O-isopropylidene-α-D-glucofurano)-<2,1-d>-2-oxazoline

Downstream raw materials:

N-((3S,4R,5R,6R)-1-benzhydryl-4,5-dihydroxy-6-(hydroxymethyl)piperidin-3-yl)acetamide

2-acetamido-1,2-dideoxynojirimycin

N-((1R,2R,3S)-1-Formyl-2,3,5-trihydroxy-4-oxo-pentyl)-acetamide

Refernces