ethyl (5R)-4,6-O-benzylidene-1-thio-3-O-pivaloyl-β-D-glucopyranoside

Base Information

• Chemical Name: ethyl (5R)-4,6-O-benzylidene-1-thio-3-O-pivaloyl-β-D-glucopyranoside
• CAS No.: 201056-71-5
• Molecular Formula: C₂₀H₂₈O₆S
• Molecular Weight: 396.505
• Mol file: 201056-71-5.mol

Synonyms:ethyl (5R)-4,6-O-benzylidene-1-thio-3-O-pivaloyl-β-D-glucopyranoside

Chemical Property of ethyl (5R)-4,6-O-benzylidene-1-thio-3-O-pivaloyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (5R)-4,6-O-benzylidene-1-thio-3-O-pivaloyl-β-D-glucopyranoside

There total 8 articles about ethyl (5R)-4,6-O-benzylidene-1-thio-3-O-pivaloyl-β-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: 100.0%

vinyl pivalate (3377-92-2,26715-88-8) + ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside (20701-61-5,56119-28-9,131564-36-8,142924-31-0,151123-92-1,141899-53-8) → ethyl (5R)-4,6-O-benzylidene-1-thio-3-O-pivaloyl-β-D-glucopyranoside (201056-71-5)

Guidance literature:

In tetrahydrofuran; at 60 ℃; for 144h; Pseudomonas fluorescens lipase;

Reference yield: 43.0%

pivaloyl chloride (3282-30-2) + ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside (20701-61-5,56119-28-9,131564-36-8,142924-31-0,151123-92-1,141899-53-8) → ethyl (5R)-4,6-O-benzylidene-1-thio-3-O-pivaloyl-β-D-glucopyranoside (201056-71-5) + ethyl (5R)-4,6-O-benzylidene-2-O-pivaloyl-1-thio-β-D-glucopyranoside

Guidance literature:

ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 1h;

In tetrahydrofuran; at 20 ℃; for 0.166667h;

pivaloyl chloride; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1016/S0040-4039(99)01420-3

Reference yield: 43.0%

pivaloyl chloride (3282-30-2) + ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside (20701-61-5,56119-28-9,131564-36-8,142924-31-0,151123-92-1,141899-53-8) → ethyl (5R)-4,6-O-benzylidene-1-thio-3-O-pivaloyl-β-D-glucopyranoside (201056-71-5)

Guidance literature:

With sodium hydride; copper dichloride; In tetrahydrofuran;

upstream raw materials:

vinyl pivalate

ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside

pivaloyl chloride

benzaldehyde dimethyl acetal

Downstream raw materials:

2,2-Dimethyl-propionic acid (2R,4aR,6R,8R,8aS)-6-ethylsulfanyl-7-[(Z)-hydroxyimino]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

C₂₅H₃₅NO₇S

C₅₁H₆₁NO₁₃

C₅₁H₆₁NO₁₃