(Z)-3-[(4S,5S)-2,2-Dimethyl-5-(2-trityloxy-acetyl)-[1,3]dioxolan-4-yl]-acrylic acid ethyl ester

Base Information

• Chemical Name: (Z)-3-[(4S,5S)-2,2-Dimethyl-5-(2-trityloxy-acetyl)-[1,3]dioxolan-4-yl]-acrylic acid ethyl ester
• CAS No.: 765287-54-5
• Molecular Formula: C₃₁H₃₂O₆
• Molecular Weight: 500.591
• Mol file: 765287-54-5.mol

Synonyms:(Z)-3-[(4S,5S)-2,2-Dimethyl-5-(2-trityloxy-acetyl)-[1,3]dioxolan-4-yl]-acrylic acid ethyl ester

Chemical Property of (Z)-3-[(4S,5S)-2,2-Dimethyl-5-(2-trityloxy-acetyl)-[1,3]dioxolan-4-yl]-acrylic acid ethyl ester

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of (Z)-3-[(4S,5S)-2,2-Dimethyl-5-(2-trityloxy-acetyl)-[1,3]dioxolan-4-yl]-acrylic acid ethyl ester

There total 1 articles about (Z)-3-[(4S,5S)-2,2-Dimethyl-5-(2-trityloxy-acetyl)-[1,3]dioxolan-4-yl]-acrylic acid 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: 40.0%

2,2-dimethyl-6-(trityloxymethyl)tetrahydrofuro[3,4-d][1,3]dioxol-4-ol (54503-65-0) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → (Z)-3-[(4S,5S)-2,2-Dimethyl-5-(2-trityloxy-acetyl)-[1,3]dioxolan-4-yl]-acrylic acid ethyl ester (765287-54-5)

Guidance literature:

2,2-dimethyl-6-(trityloxymethyl)tetrahydrofuro[3,4-d][1,3]dioxol-4-ol; ethyl (triphenylphosphoranylidene)acetate; In dichloromethane; at 20 ℃; for 12h;

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1002/ejoc.200400220

Reference yield: 64.0%

(Z)-3-[(4S,5S)-2,2-Dimethyl-5-(2-trityloxy-acetyl)-[1,3]dioxolan-4-yl]-acrylic acid ethyl ester (765287-54-5) → ((1S,5S,6S,7R)-7-Hydroxy-3,3-dimethyl-7-trityloxymethyl-2,4-dioxa-bicyclo[3.2.0]hept-6-yl)-acetic acid ethyl ester + ((1S,5S,6R,7S)-7-Hydroxy-3,3-dimethyl-7-trityloxymethyl-2,4-dioxa-bicyclo[3.2.0]hept-6-yl)-acetic acid ethyl ester + ((1S,5S)-7-Hydroxy-3,3-dimethyl-7-trityloxymethyl-2,4-dioxa-bicyclo[3.2.0]hept-6-yl)-acetic acid ethyl ester

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1002/ejoc.200400220

upstream raw materials:

2,2-dimethyl-6-(trityloxymethyl)tetrahydrofuro[3,4-d][1,3]dioxol-4-ol

ethyl (triphenylphosphoranylidene)acetate