1,3-Dioxolane-4-carbonyl chloride, 2,2-dimethyl-, (4S)- (9CI)

Base Information

• Chemical Name: 1,3-Dioxolane-4-carbonyl chloride, 2,2-dimethyl-, (4S)- (9CI)
• CAS No.: 116561-26-3
• Molecular Formula: C6H9 Cl O3
• Molecular Weight: 164.589
• Mol file: 116561-26-3.mol

Synonyms:1,3-Dioxolane-4-carbonylchloride, 2,2-dimethyl-, (S)-; (4S)-2,2-Dimethyl-1,3-dioxolane-4-carbonylchloride

Chemical Property of 1,3-Dioxolane-4-carbonyl chloride, 2,2-dimethyl-, (4S)- (9CI)

Chemical Property:

• Boiling Point: 33 °C (0.5 mmHg)
• PSA: 35.53000
• LogP: 0.90330

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3-Dioxolane-4-carbonyl chloride, 2,2-dimethyl-, (4S)- (9CI)

There total 11 articles about 1,3-Dioxolane-4-carbonyl chloride, 2,2-dimethyl-, (4S)- (9CI) 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: 85.0%

potassium (4S)-2,2-dimethyl-1,3-dioxolane-4-carboxylate (117205-81-9) → (2S)-2,3-isopropylideneglyceryl chloride (116561-26-3)

Guidance literature:

With pyridine; phosgene; In diethyl ether; for 20h; Ambient temperature;

DOI:10.1021/jo9601472

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

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:

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

[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]phenylmethanone

(R)-1-(2,2-dimethyl-1,3-dioxolan-4-yl)-3-phenylpropan-1-one

[(R)-2,2-dimethyl-1,3-dioxolan-4-yl](phenyl)methanol

Refernces

• 1、 -. "Preparation method of sofosbuvir key intermediate". Paragraph 0036; 0037-0038. . Retrieved 2020/07/15.
• 2、 Earle, Martyn J.,Abdur-Rashid, Asiya,Priestley, Nigel D.. "Large scale synthesis of cyclodiphospho-D-glycerate". . p. 5697 - 5700. Retrieved 2007/10/03.