L-erythro-Hexuronic acid, 2,3-anhydro-4,5-dideoxy-, methyl ester (9CI)

Base Information

• Chemical Name: L-erythro-Hexuronic acid, 2,3-anhydro-4,5-dideoxy-, methyl ester (9CI)
• CAS No.: 138876-64-9
• Molecular Formula: C7H10O4
• Molecular Weight: 158.1519
• Mol file: 138876-64-9.mol

Synonyms:L-erythro-Hexuronic acid, 2,3-anhydro-4,5-dideoxy-, methyl ester (9CI)

Chemical Property of L-erythro-Hexuronic acid, 2,3-anhydro-4,5-dideoxy-, methyl ester (9CI)

Chemical Property:

• PSA: 55.90000
• LogP: -0.09410

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-erythro-Hexuronic acid, 2,3-anhydro-4,5-dideoxy-, methyl ester (9CI)

There total 3 articles about L-erythro-Hexuronic acid, 2,3-anhydro-4,5-dideoxy-, methyl ester (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:

3-((2S,3R)-3-Hydroxymethyl-oxiranyl)-propionic acid methyl ester (138829-80-8) → 3-((2S,3S)-3-Formyl-oxiranyl)-propionic acid methyl ester (138876-64-9)

Guidance literature:

With pyridine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dimethyl sulfoxide;

DOI:10.1016/S0957-4166(00)80273-6

Reference yield:

3-((2S,3R)-3-Benzyloxymethyl-oxiranyl)-propionic acid methyl ester (138829-79-5) → 3-((2S,3S)-3-Formyl-oxiranyl)-propionic acid methyl ester (138876-64-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Pd/C, NaHCO₃ / methanol

2: DCC, TFA, Pyr_. / dimethylsulfoxide

With pyridine; palladium on activated charcoal; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; dimethyl sulfoxide;

DOI:10.1016/S0957-4166(00)80273-6

Reference yield:

(E)-3-((2S,3R)-3-Benzyloxymethyl-oxiranyl)-acrylic acid methyl ester (84573-22-8,84621-90-9,138876-61-6,138921-35-4,146923-42-4,146923-43-5) → 3-((2S,3S)-3-Formyl-oxiranyl)-propionic acid methyl ester (138876-64-9)

Guidance literature:

Multi-step reaction with 3 steps

1: HN=NH

2: Pd/C, NaHCO₃ / methanol

3: DCC, TFA, Pyr_. / dimethylsulfoxide

With pyridine; palladium on activated charcoal; diazene; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; dimethyl sulfoxide;

DOI:10.1016/S0957-4166(00)80273-6

upstream raw materials:

3-((2S,3R)-3-Hydroxymethyl-oxiranyl)-propionic acid methyl ester

3-((2S,3R)-3-Benzyloxymethyl-oxiranyl)-propionic acid methyl ester

(E)-3-((2S,3R)-3-Benzyloxymethyl-oxiranyl)-acrylic acid methyl ester

Refernces