Propanoic acid, 2-azido-3-hydroxy-2-methyl-, methyl ester, (2R)- (9CI)

Base Information

• Chemical Name: Propanoic acid, 2-azido-3-hydroxy-2-methyl-, methyl ester, (2R)- (9CI)
• CAS No.: 356048-04-9
• Molecular Formula: C₅H₉N₃O₃
• Molecular Weight: 159.145
• Hs Code.: 2929909090
• Mol file: 356048-04-9.mol

Synonyms:Propanoic acid, 2-azido-3-hydroxy-2-methyl-, methyl ester, (2R)- (9CI);(2R)-2-Azido-3-hydroxy-2-methyl-propanoic Acid Methyl Ester

Chemical Property of Propanoic acid, 2-azido-3-hydroxy-2-methyl-, methyl ester, (2R)- (9CI)

Chemical Property:

• PSA: 96.28000
• LogP: -0.32654
• Solubility.: Acetone, Dichloromethane, Ethyl Acetate, Methanol

Purity/Quality:

99% ^*data from raw suppliers

(2R)-2-Azido-3-hydroxy-2-methyl-propanoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Propanoic acid, 2-azido-3-hydroxy-2-methyl-, methyl ester, (2R)- (9CI)

There total 6 articles about Propanoic acid, 2-azido-3-hydroxy-2-methyl-, methyl ester, (2R)- (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: 75.0%

(4S)-4-methyl-2-oxo-2λ4-[1,3,2]dioxathiolane-4-carboxylic acid methyl ester (356048-02-7) → (R)-2-azido-3-hydroxy-2-methyl-propionic acid methyl ester (356048-04-9) + (S)-3-Azido-2-hydroxy-2-methyl-propionic acid methyl ester (549504-45-2)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 50 ℃; for 48h;

DOI:10.1016/S0957-4166(01)00159-8

Reference yield:

methyl (4S)-4-methyl-2-dioxo-2λ6-[1,3,2]dioxathiolane-4-carboxylate (356048-07-2) → (R)-2-azido-3-hydroxy-2-methyl-propionic acid methyl ester (356048-04-9) + (R)-3-Azido-2-hydroxy-2-methyl-propionic acid methyl ester (549504-45-2)

Guidance literature:

methyl (4S)-4-methyl-2-dioxo-2λ⁶-[1,3,2]dioxathiolane-4-carboxylate; With sodium azide; In N,N-dimethyl-formamide; at 50 ℃; for 48h;

With sulfuric acid; In water; at 20 ℃; for 48h;

DOI:10.1021/jo034178q

Reference yield:

(S)-2,3-dihydroxy-2-methyl-propionic acid methyl ester (147501-85-7) → (R)-2-azido-3-hydroxy-2-methyl-propionic acid methyl ester (356048-04-9)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / CCl₄ / Heating

2: sodium azide / dimethylformamide / 48 h / 50 °C

With thionyl chloride; sodium azide; In tetrachloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol034025p

upstream raw materials:

(4S)-4-methyl-2-oxo-2λ⁴-[1,3,2]dioxathiolane-4-carboxylic acid methyl ester

methyl (4S)-4-methyl-2-dioxo-2λ⁶-[1,3,2]dioxathiolane-4-carboxylate

methyl (R)-(-)-2-azido-3-(tert-butyldiphenylsilanyloxy)-2-methylpropionate

(R)-2,3-dihydroxy-2-methyl-propionic acid methyl ester

Downstream raw materials:

(R)-2-azido-3-hydroxy-2-methyl-propionic acid