(3-Methoxy-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

Base Information

• Chemical Name: (3-Methoxy-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
• CAS No.: 872676-56-7
• Molecular Formula: C₂₀H₂₈O₉S
• Molecular Weight: 444.503
• Mol file: 872676-56-7.mol

Synonyms:

Chemical Property of (3-Methoxy-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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3-Methoxy-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

There total 2 articles about (3-Methoxy-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 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:

sodium; (3-methoxy-phenyl)-methanesulfonate → (3-Methoxy-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 (872676-56-7)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / dimethylformamide / 4 h / 20 °C

2: 1.51 g / pyridine / ethyl acetate / 24 h

With pyridine; thionyl chloride; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1055/s-2005-872164

Reference yield:

(3-methoxyphenyl)methanesulfonyl chloride (163295-76-9) + Diacetone D-glucose (2595-05-3) → (3-Methoxy-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 (872676-56-7)

Guidance literature:

With pyridine; In ethyl acetate; for 24h;

DOI:10.1055/s-2005-872164

Reference yield:

(3-Methoxy-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 (872676-56-7) + bromoacetic acid methyl ester (96-32-2) → (R)-3-[(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-yloxysulfonyl]-3-(3-methoxy-phenyl)-propionic acid methyl ester + (S)-3-[(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-yloxysulfonyl]-3-(3-methoxy-phenyl)-propionic acid methyl ester

Guidance literature:

(3-Methoxy-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 ℃; for 0.75h;

bromoacetic acid methyl ester; In tetrahydrofuran; hexane; at -95 - -78 ℃; for 17h;

DOI:10.1055/s-2005-872164

upstream raw materials:

(3-methoxyphenyl)methanesulfonyl chloride

Diacetone D-glucose