N-{[(diethoxyphosphorothioyl)sulfanyl]acetyl}isovaline

Base Information

• Chemical Name: N-{[(diethoxyphosphorothioyl)sulfanyl]acetyl}isovaline
• CAS No.: 5115-95-7
• Molecular Formula: C14H16 N2 O10
• Molecular Weight: 343.3998
• Mol file: 5115-95-7.mol

Synonyms:Glucopyranoside,methyl 4,6-O-benzylidene-, 2,3-dinitrate (7CI); Glucopyranoside, methyl4,6-O-benzylidene-, dinitrate, a-D- (8CI); Pyrano[3,2-d]-1,3-dioxin, a-D-glucopyranoside deriv.

Chemical Property of N-{[(diethoxyphosphorothioyl)sulfanyl]acetyl}isovaline

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.274g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-{[(diethoxyphosphorothioyl)sulfanyl]acetyl}isovaline

There total 5 articles about N-{[(diethoxyphosphorothioyl)sulfanyl]acetyl}isovaline 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: 77.0%

methyl 4,6-O-benzylidene-2,3-bistriflyl-α-D-altropyranoside → Methyl 4,6-O-benzylidene-α-D-glucopyranoside 2,3-dinitrate (5115-95-7)

Guidance literature:

With tetrabutylammonium nitrate; In N,N-dimethyl-formamide; at 40 ℃; for 18h;

Reference yield:

4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside (3162-96-7) → methyl-[O4,O6-((R)-benzylidene-O2,O3-dinitro-α-D-glucopyranoside] (5115-95-7,10427-82-4,13225-08-6,111270-27-0,132830-37-6)

Guidance literature:

With nitric acid; acetic anhydride;

DOI:10.1039/jr9550003660

Reference yield:

(4aR,6S,7S,8S,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol (5328-47-2) → Methyl 4,6-O-benzylidene-α-D-glucopyranoside 2,3-dinitrate (5115-95-7)

Guidance literature:

With pyridine; tetrabutylammonium nitrate; trifluoromethanesulfonic acid anhydride; Yield given. Multistep reaction; 1.) CH₂Cl₂, DMF; 2.) CH₂Cl₂, DMF, 40 deg C, 19 h;

upstream raw materials:

4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside

(4aR,6S,7S,8S,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Methyl 4,6-O-benzylidene-α-D-altropyranoside 2,3-dinitrate

Downstream raw materials:

methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside

4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside

methyl-[O⁴,O⁶((R)-benzylidene-O³-nitro-α-D-glucopyranoside]

(4aR)-6c-methoxy-2c-phenyl-(4ar,12bt)-4,4a,6,12b-tetrahydro-[1,3]dioxino[4',5':5,6]pyrano[3,4-b]quinoxaline

Refernces

• 1、 Afza, Nighat,Malik, Abdul,Latif, Farzana,Voelter, Wolfgang. "Synthesis of Sugar Nitrates by Nucloephilic Substitution". . p. 1929 - 1934. Retrieved 2007/10/02.