Bicyclo[1.1.1]pentane-1-carboxylic acid, 3-formyl-, methyl ester (9CI)

Base Information

• Chemical Name: Bicyclo[1.1.1]pentane-1-carboxylic acid, 3-formyl-, methyl ester (9CI)
• CAS No.: 180464-92-0
• Molecular Formula: C8H10 O3
• Molecular Weight: 154.166
• Mol file: 180464-92-0.mol

Synonyms:Bicyclo[1.1.1]pentane-1-carboxylic acid, 3-formyl-, methyl ester (9CI)

Chemical Property of Bicyclo[1.1.1]pentane-1-carboxylic acid, 3-formyl-, methyl ester (9CI)

Chemical Property:

• PSA: 43.37000
• LogP: 0.52860
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

99%, ^*data from raw suppliers

Methyl3-formylbicyclo[1.1.1]pentane-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Bicyclo[1.1.1]pentane-1-carboxylic acid, 3-formyl-, methyl ester (9CI)

There total 9 articles about Bicyclo[1.1.1]pentane-1-carboxylic acid, 3-formyl-, 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: 96.0%

methyl 3-(hydroxylmethyl)bicyclo[1.1.1]pentane-1-carboxylate (180464-87-3) → 3-formylbicyclo[1.1.1]pentane-1-carboxylic acid methyl ester (180464-92-0)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 2h;

Reference yield: 40.0%

→ 3-formylbicyclo[1.1.1]pentane-1-carboxylic acid methyl ester (180464-92-0)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

Reference yield:

3‐(methoxycarbonyl)bicyclo[1.1.1]pentane‐1‐carboxylic acid (83249-10-9) → 3-formylbicyclo[1.1.1]pentane-1-carboxylic acid methyl ester (180464-92-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 4-Me-morpholine / tetrahydrofuran / -10 - 20 °C

2: NaBH₄ / Ambient temperature

3: PCC / CH₂Cl₂ / Ambient temperature

With 4-methyl-morpholine; sodium tetrahydroborate; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm960254o

upstream raw materials:

methyl 3-(hydroxylmethyl)bicyclo[1.1.1]pentane-1-carboxylate

bicyclo[1.1.1]pentane

bicyclo<1.1.1>pentane-1,3-dicarboxylic acid

1,1′-(bicyclo[1.1.1]pentane-1,3-diyl)bis(ethan-1-one)

Downstream raw materials:

3-[(S)-Cyano-((R)-2-hydroxy-1-phenyl-ethylamino)-methyl]-bicyclo[1.1.1]pentane-1-carboxylic acid methyl ester

3-[(R)-Cyano-((R)-2-hydroxy-1-phenyl-ethylamino)-methyl]-bicyclo[1.1.1]pentane-1-carboxylic acid methyl ester

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