((3aS,4R,6R,6aR)-2,2-Dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-propynoic acid ethyl ester

Base Information

• Chemical Name: ((3aS,4R,6R,6aR)-2,2-Dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-propynoic acid ethyl ester
• CAS No.: 57016-93-0
• Molecular Formula: C₃₂H₃₂O₆
• Molecular Weight: 512.602
• Mol file: 57016-93-0.mol

Synonyms:((3aS,4R,6R,6aR)-2,2-Dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-propynoic acid ethyl ester

Chemical Property of ((3aS,4R,6R,6aR)-2,2-Dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-propynoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((3aS,4R,6R,6aR)-2,2-Dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-propynoic acid ethyl ester

There total 5 articles about ((3aS,4R,6R,6aR)-2,2-Dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-propynoic 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: 30.0%

2,3-O-Isopropylidene-5-O-trityl-α,β-ribofuranosyl chloride (58166-67-9) + ethyl 3-propiolate silver salt (58109-10-7) → ((3aS,4R,6R,6aR)-2,2-Dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-propynoic acid ethyl ester (57016-93-0) + O5,O6-isopropylidene-O8-trityl-D-allo-4,7-anhydro-2,3-dideoxy-oct-2-ynonic acid ethyl ester (57016-91-8)

Guidance literature:

In acetonitrile; for 192h; Yield given; Ambient temperature;

Reference yield:

2,3-O-isopropylidene-β-D-ribofuranose (67814-68-0) → ((3aS,4R,6R,6aR)-2,2-Dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-propynoic acid ethyl ester (57016-93-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / pyridine / 36 h / Heating

2: CCl₄, Ph₃P / acetonitrile / 0.67 h

3: 4 percent / acetonitrile / 192 h / Ambient temperature

With pyridine; tetrachloromethane; triphenylphosphine; In acetonitrile;

Reference yield:

D-Ribose (532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7) → ((3aS,4R,6R,6aR)-2,2-Dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-propynoic acid ethyl ester (57016-93-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 63 percent / 0.2percent H₂SO₄, molecular sieves / dimethylsulfoxide / 0.42 h / Heating

2: 60 percent / pyridine / 36 h / Heating

3: CCl₄, Ph₃P / acetonitrile / 0.67 h

4: 4 percent / acetonitrile / 192 h / Ambient temperature

With pyridine; tetrachloromethane; molecular sieve; sulfuric acid; triphenylphosphine; In dimethyl sulfoxide; acetonitrile;

upstream raw materials:

2,3-O-Isopropylidene-5-O-trityl-α,β-ribofuranosyl chloride

ethyl 3-propiolate silver salt

2,3-O-isopropylidene-β-D-ribofuranose

D-Ribose

Downstream raw materials:

((3aS,4R,6R,6aR)-2,2-Dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-propynal

3-Benzoyl-2-((3aS,4R,6R,6aR)-2,2-dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-indolizine-1-carboxylic acid ethyl ester

2-((3aS,4R,6R,6aR)-2,2-Dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-pyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester