BETA-D-GALACTOSE PENTAPIVALATE 98

Base Information

• Chemical Name: BETA-D-GALACTOSE PENTAPIVALATE 98
• CAS No.: 108342-85-4
• Molecular Formula: C₃₁H₅₂O₁₁
• Molecular Weight: 600.747
• Mol file: 108342-85-4.mol

Synonyms:BETA-D-GALACTOSE PENTAPIVALATE 98

Chemical Property of BETA-D-GALACTOSE PENTAPIVALATE 98

Chemical Property:

• Vapor Pressure: 2.51E-13mmHg at 25°C
• Refractive Index: 1.482
• Boiling Point: 577.3°C at 760 mmHg
• Flash Point: 234.4°C
• PSA: 140.73000
• Density: 1.1g/cm³
• LogP: 4.76360
• Storage Temp.: 2-8°C

Purity/Quality:

99.90% ^*data from raw suppliers

b-D-Galactose pentapivalate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BETA-D-GALACTOSE PENTAPIVALATE 98

There total 4 articles about BETA-D-GALACTOSE PENTAPIVALATE 98 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%

D-Galactose (59-23-4) + pivaloyl chloride (3282-30-2) → 1,2,3,4,6-penta-O-pivaloyl-β-D-galactopyranose (108342-85-4,118711-42-5,220017-47-0)

Guidance literature:

With pyridine; In chloroform; for 96h; Reflux;

DOI:10.1016/j.tetlet.2010.01.048

Reference yield: 63.0%

D-Galactose (10257-28-0) + pivaloyl chloride (3282-30-2) → 1,2,3,4,6-penta-O-pivaloyl-β-D-galactopyranose (108342-85-4,118711-42-5,220017-47-0)

Guidance literature:

With pyridine; In chloroform; for 240h; Ambient temperature;

Reference yield: 58.0%

D-Galactose (10257-28-0) + pivaloyl chloride (3282-30-2) → 1,2,3,4,6-penta-O-pivaloyl-β-D-galactopyranose (108342-85-4,118711-42-5,220017-47-0) + 1,3,6-tri-O-pivaloyl-β-D-galactopyranose + 1,2,3,6-tetra-O-trimethylacetyl-β-D-galactopyranose (153527-47-0) + 1,2,3,4,6-penta-O-pivaloyl-α-D-galactopyranose (118711-42-5,220017-47-0)

Guidance literature:

With pyridine; In chloroform; at 35 ℃; for 2h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/0008-6215(93)84121-L

upstream raw materials:

D-Galactose

pivaloyl chloride

D-Galactose

β-D-galactopyranoside

Downstream raw materials:

N-(2,3,4,6-tetra-O-pivaloyl-α-D-galactopyranosyl)-D-phenylglycinotrile

N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-D-phenylglycinotrile

N-(2,3,4,6-tetra-O-pivaloyl-α-D-galactopyranosyl)-D-tert-leucinonitrile

N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-D-tert-leucinonitrile

Refernces

• 1、 Kaji, Eisuke,Nishino, Takashi,Ishige, Koji,Ohya, Yohei,Shirai, Yuko. "Regioselective glycosylation of fully unprotected methyl hexopyranosides by means of transient masking of hydroxy groups with arylboronic acids". supporting information; experimental part. p. 1570 - 1573. Retrieved 2010/06/14.
• 2、 Kunz, Horst,Sager, Wilfried,Schanzenbach, Dirk,Decker, Mathias. "Carbohydrates as Chiral Templates: Stereoselective Strecker Synthesis of D-α-Amino Nitriles and Acids Using O-Pivaloylated D-Galactosylamine as the Auxiliary". . p. 649 - 654. Retrieved 2007/10/02.