2-(6-benzyloxymethyl-2,2-cyclohexyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)propionic acide ethyl ester

Base Information

• Chemical Name: 2-(6-benzyloxymethyl-2,2-cyclohexyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)propionic acide ethyl ester
• CAS No.: 582313-97-1
• Molecular Formula: C₂₃H₃₂O₆
• Molecular Weight: 404.503
• Mol file: 582313-97-1.mol

Synonyms:2-(6-benzyloxymethyl-2,2-cyclohexyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)propionic acide ethyl ester

Chemical Property of 2-(6-benzyloxymethyl-2,2-cyclohexyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)propionic acide ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(6-benzyloxymethyl-2,2-cyclohexyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)propionic acide ethyl ester

There total 1 articles about 2-(6-benzyloxymethyl-2,2-cyclohexyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)propionic acide ethyl ester 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: 62.8%

(carbethoxyethylidene)triphenylphosphorane (21382-82-1) + 6-benzyloxymethyl-2,2-cyclohexyldihydrofuro[3,4-d][1,3]dioxol-4-one → 2-(6-benzyloxymethyl-2,2-cyclohexyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)propionic acide ethyl ester (582313-97-1)

Guidance literature:

6-benzyloxymethyl-2,2-cyclohexyldihydrofuro[3,4-d][1,3]dioxol-4-one; With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 3h;

(carbethoxyethylidene)triphenylphosphorane; In toluene; at 110 ℃;

With potassium tert-butylate; In toluene; at 20 ℃;

DOI:10.1248/cpb.51.276

Reference yield: 56.0%

2-(6-benzyloxymethyl-2,2-cyclohexyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)propionic acide ethyl ester (582313-97-1) → 2-(6-benzyloxymethyl-2,2-cyclohexyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)propionic-1-ol (582313-98-2)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 1h;

DOI:10.1248/cpb.51.276

Reference yield:

2-(6-benzyloxymethyl-2,2-cyclohexyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)propionic acide ethyl ester (582313-97-1) → 4-[2-(6-benzyloxymethyl-2,2-cyclohexyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)propoxy]benzaldehyde (582313-99-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / DIBAL-H / CH₂Cl₂ / 1 h / -78 °C

2: 72 percent / diethyl azodicarboxylate; Ph₃P / tetrahydrofuran / 48 h

With diisobutylaluminium hydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 2: Mitsunobu reaction;

DOI:10.1248/cpb.51.276

upstream raw materials:

(carbethoxyethylidene)triphenylphosphorane

Downstream raw materials:

2-(6-benzyloxymethyl-2,2-cyclohexyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)propionic-1-ol

4-[2-(6-benzyloxymethyl-2,2-cyclohexyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)propoxy]benzaldehyde