(R)-1-Phenyl-but-3-ene-1-sulfonic acid (3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester

Base Information

• Chemical Name: (R)-1-Phenyl-but-3-ene-1-sulfonic acid (3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester
• CAS No.: 424839-33-8
• Molecular Formula: C₂₂H₃₀O₈S
• Molecular Weight: 454.541

Synonyms:(R)-1-Phenyl-but-3-ene-1-sulfonic acid (3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester

Chemical Property of (R)-1-Phenyl-but-3-ene-1-sulfonic acid (3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (R)-1-Phenyl-but-3-ene-1-sulfonic acid (3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester

There total 5 articles about (R)-1-Phenyl-but-3-ene-1-sulfonic acid (3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl 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:

Phenyl-methanesulfonic acid (3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester (412021-12-6) → (R)-1-Phenyl-but-3-ene-1-sulfonic acid (3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester (424839-33-8)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 24h;

DOI:10.1002/1521-3773(20020104)41:1<109::AID-ANIE109>3.0.CO;2-F

Reference yield:

allyl iodid (556-56-9) + Phenyl-methanesulfonic acid (3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester (412021-12-6) → (R)-1-Phenyl-but-3-ene-1-sulfonic acid (3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester (424839-33-8) + (S)-1-Phenyl-but-3-ene-1-sulfonic acid (3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester

Guidance literature:

Phenyl-methanesulfonic acid (3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester; With n-butyllithium; In tetrahydrofuran; at -95 - -90 ℃; for 1h;

allyl iodid; In tetrahydrofuran; at -95 - -78 ℃; for 17h;

DOI:10.1055/s-2002-34229

Reference yield:

allyl bromide (106-95-6) + Phenyl-methanesulfonic acid (3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester (412021-12-6) → (R)-1-Phenyl-but-3-ene-1-sulfonic acid (3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester (424839-33-8) + (S)-1-Phenyl-but-3-ene-1-sulfonic acid (3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester

Guidance literature:

Phenyl-methanesulfonic acid (3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester; With n-butyllithium; In tetrahydrofuran; hexane; at -95 - -90 ℃; for 1h;

allyl bromide; In tetrahydrofuran; hexane; at -95 - -78 ℃;

DOI:10.1016/j.tet.2005.01.046

upstream raw materials:

Phenyl-methanesulfonic acid (3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester

allyl iodid

allyl bromide

Diacetone D-glucose

Downstream raw materials:

(3R,5S)-5-methyl-3-phenyl-1,2-oxathiolane 2,2-dioxide

(3R,5R)-5-methyl-3-phenyl-1,2-oxathiolane 2,2-dioxide

(R)-1-phenyl-3-butene-1-sulfonic acid

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