1,2,3,4,6-penta-O-pivaloyl-D-glucopyranoside

Base Information

• Chemical Name: 1,2,3,4,6-penta-O-pivaloyl-D-glucopyranoside
• CAS No.: 1213234-53-7
• Molecular Formula: C₃₁H₅₂O₁₁
• Molecular Weight: 600.747
• Mol file: 1213234-53-7.mol

Synonyms:1,2,3,4,6-penta-O-pivaloyl-D-glucopyranoside

Chemical Property of 1,2,3,4,6-penta-O-pivaloyl-D-glucopyranoside

Chemical Property:

Purity/Quality:

95%-98% ^*data from raw suppliers

1,2,3,4,6-Penta-O-pivaloyl-a-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2,3,4,6-penta-O-pivaloyl-D-glucopyranoside

There total 3 articles about 1,2,3,4,6-penta-O-pivaloyl-D-glucopyranoside 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%

alpha-D-glucopyranose (492-62-6) + pivaloyl chloride (3282-30-2) → 1,2,3,4,6-penta-O-pivaloyl-D-glucopyranoside (1213234-53-7,118711-42-5,220017-47-0)

Guidance literature:

With pyridine; dmap; thionyl chloride; In dichloromethane; at 48 - 50 ℃; for 2h; Temperature; Reflux; Large scale;

Reference yield:

D-Glucose (2280-44-6) + pivaloyl chloride (3282-30-2) → 1,2,3,4,6-penta-O-pivaloyl-D-glucopyranoside (1213234-53-7,118711-42-5,220017-47-0) + 1,2,3,4,6-penta-O-trimethylacetyl-β-D-glucopyranose (81058-26-6,118711-42-5,220017-47-0)

Guidance literature:

With dmap; In pyridine; at 20 ℃; for 10h; optical yield given as %de;

DOI:10.1021/jo902725g

Reference yield:

D-Glucose (2280-44-6) + pivaloyl chloride (3282-30-2) → 1,2,3,4,6-penta-O-pivaloyl-D-glucopyranoside (1213234-53-7,118711-42-5,220017-47-0)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1055/s-0029-1218361

upstream raw materials:

D-Glucose

pivaloyl chloride

alpha-D-glucopyranose

Downstream raw materials:

dapagliflozin

canagliflozin

2,3,4,6-tetra-O-pivaloyl-α-D-glucopyranosyl bromide

Refernces

• 1、 -. "Process for synthesizing card Geleg only (by machine translation)". Paragraph 0061. . Retrieved 2016/12/01.
• 2、 -. "PROCESS FOR THE PREPARATION OF COMPOUNDS USEFUL AS INHIBITORS OF SGLT2". Page/Page column 34. . Retrieved 2011/04/25.