(R)-1,2-Diphenyl-ethanesulfonic 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)-1,2-Diphenyl-ethanesulfonic 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.:424839-37-2
Molecular Formula:C₂₆H₃₂O₈S
Molecular Weight:504.601
Hs Code.:

Synonyms:(R)-1,2-Diphenyl-ethanesulfonic 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

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Chemical Property of (R)-1,2-Diphenyl-ethanesulfonic 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

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Technology Process of (R)-1,2-Diphenyl-ethanesulfonic 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 4 articles about (R)-1,2-Diphenyl-ethanesulfonic 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:

: 412021-12-6
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

: 424839-37-2
(R)-1,2-Diphenyl-ethanesulfonic 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:: 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:

: 100-39-0
benzyl bromide

: 412021-12-6
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

: (S)-1,2-Diphenyl-ethanesulfonic 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

: 424839-37-2
(R)-1,2-Diphenyl-ethanesulfonic 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;

benzyl bromide; In tetrahydrofuran; hexane; at -95 - -78 ℃;
DOI:10.1016/j.tet.2005.01.046

Reference yield:

: 2595-05-3
Diacetone D-glucose

: 424839-37-2
(R)-1,2-Diphenyl-ethanesulfonic 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:: Multi-step reaction with 2 steps

1.1: 91 percent / Et₃N / CH₂Cl₂ / 24 h / 20 °C

2.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -95 - -90 °C

2.2: tetrahydrofuran; hexane / -95 - -78 °C

With n-butyllithium; triethylamine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/j.tet.2005.01.046