O-Isopropyliden-D-glycerinsaeurechlorid

Base Information

• Chemical Name: O-Isopropyliden-D-glycerinsaeurechlorid
• CAS No.: 73945-73-0
• Molecular Formula: C₆H₉ClO₃
• Molecular Weight: 164.589
• Mol file: 73945-73-0.mol

Synonyms:

Chemical Property of O-Isopropyliden-D-glycerinsaeurechlorid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-Isopropyliden-D-glycerinsaeurechlorid

There total 6 articles about O-Isopropyliden-D-glycerinsaeurechlorid 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: 58.0%

Kaliumsalz der O-Isopropyliden-D-glycerinsaeure (14028-61-6,83400-91-3,117205-81-9,130111-05-6) → O-Isopropyliden-D-glycerinsaeurechlorid (73945-73-0,90493-96-2,97673-82-0,116561-26-3)

Guidance literature:

With pyridine; thionyl chloride; N,N-dimethyl-formamide; In diethyl ether; for 2h; Heating;

DOI:10.1007/BF00799972

Reference yield:

(R)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid (114746-70-2,62075-55-2) → (R)-2,3-o-isopropylidene-D-glyceroyl chloride (73945-73-0,90493-96-2,97673-82-0,116561-26-3)

Guidance literature:

With oxalyl dichloride; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1016/S0040-4039(00)95050-0

Reference yield:

2,3-isopropylidene-glyceraldehyde (15186-48-8) → (R)-2,3-o-isopropylidene-D-glyceroyl chloride (73945-73-0,90493-96-2,97673-82-0,116561-26-3)

Guidance literature:

Multi-step reaction with 2 steps

1: KMnO₄, KOH / H₂O / Ambient temperature

2: oxalyl chloride, pyridine / diethyl ether / 1.) ice-cooling, 2 h, 2.) r.t., 20 h

With pyridine; potassium hydroxide; potassium permanganate; oxalyl dichloride; In diethyl ether; water;

DOI:10.1271/bbb1961.44.199

upstream raw materials:

potassium (R)-2,2-dimethyl-1,3-dioxolane-4-carboxylate

(R)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid

(S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol

2,3-isopropylidene-glyceraldehyde

Downstream raw materials:

D-erythrulose

(R)-2,2-dimethyl-1,3-dioxolane-4-carboxamide

phenyl 1,2-O-isopropylidene-D-glycerate

(+)-N,N'-{2-[(benzyloxy)imino]propane-1,3-diyl}bis{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]carboxamide}

Refernces

• 1、 Goubert, Marlène,Toupet, Lo?c,Sinibaldi, Marie-Eve,Canet, Isabelle. "Synthetic studies towards 4,10-diaza-1,7-dioxaspiro[5.5]undecanes: access to 3-aza-6,8-dioxabicyclo[3.2.1]octan-2-one and 2H-1,4-oxazin-3(4H)-one frameworks". . p. 8255 - 8266. Retrieved 2008/02/08.
• 2、 Beau, Jean-Marie,Sinay, Pierre. "D-GLYCOPYRANOSYL PHENYLSULPHONES: ACYLATION OF THEIR LITHIATED ANIONS AND REDUCTIVE DESULFONYLATION OF THE RESULTING ACYLATED SULFONES. A SYNTHESIS OF α-D-GLYCOSIDES". . p. 6193 - 6196. Retrieved 2007/10/02.