β-D-Glucopyranose, pentakis(2,2-dimethylpropanoate)

Base Information

• Chemical Name: β-D-Glucopyranose, pentakis(2,2-dimethylpropanoate)
• CAS No.: 81058-26-6
• Molecular Formula: C₃₁H₅₂O₁₁
• Molecular Weight: 600.747
• Mol file: 81058-26-6.mol

Synonyms:1,2,3,4,6-penta-O-trimethylacetyl-β-D-glucopyranose

Chemical Property of β-D-Glucopyranose, pentakis(2,2-dimethylpropanoate)

Chemical Property:

• Melting Point: 156-158°C
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

Penta-O-pivaloyl-β-D-glucopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Penta-O-pivaloyl-β-D-glucopyranose is an intermediate in the synthesis of DIMBOA-4-O-β-D-glucuronide which is a metabolite of DIMBOA which acts as an antifungal and antialgal agent in crops. The benzoxazinone group within the structure allows for these effects.

Technology Process of β-D-Glucopyranose, pentakis(2,2-dimethylpropanoate)

There total 10 articles about β-D-Glucopyranose, pentakis(2,2-dimethylpropanoate) 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: 78.0%

D-Glucose (2280-44-6) + pivaloyl chloride (3282-30-2) → 1,2,3,4,6-penta-O-trimethylacetyl-β-D-glucopyranose (81058-26-6,118711-42-5,220017-47-0)

Guidance literature:

With pyridine; In dichloromethane;

Reference yield: 78.0%

→ 1,2,3,4,6-penta-O-trimethylacetyl-β-D-glucopyranose (81058-26-6,118711-42-5,220017-47-0)

Guidance literature:

Reference yield: 74.0%

D-glucose (50-99-7) + pivaloyl chloride (3282-30-2) → 1,2,3,4,6-penta-O-trimethylacetyl-β-D-glucopyranose (81058-26-6,118711-42-5,220017-47-0)

Guidance literature:

With pyridine; In chloroform; for 120h; Ambient temperature;

upstream raw materials:

D-Glucose

pivaloyl chloride

D-glucose

1,3,6-Tri-O-pivaloyl-β-D-glucopyranose

Downstream raw materials:

p-tolyl-2,3,4,6-tetra-O-pivaloyl-1-mercaptoglucose

epi-rhododendrin pentapivalate

rhododendrin pentapivalate

(2S)-4-(4-hydroxyphenyl)but-2-yl-β-D-glucopyranoside

Refernces

• 1、 -. "NEUROTOXIC STEROL GLYCOSIDES". . . Retrieved 2011/11/30.
• 2、 Pukin, Aliaksei V.,Zuilhof, Han. "Efficient stereoselective glycosylations of alcohols by sugar perpivalates: The first use of 1-O-pivaloylated glycosyl donors". body text. p. 3267 - 3270. Retrieved 2010/03/03.