(+)-(4S-cis)-2,2-dimethyl-5-<<<(4-methylphenyl)sulfonyl>oxy>methyl>-1,3-dioxolane-4-butanoic acid 3-hydroxypropyl ester

Base Information

Chemical Name:(+)-(4S-cis)-2,2-dimethyl-5-<<<(4-methylphenyl)sulfonyl>oxy>methyl>-1,3-dioxolane-4-butanoic acid 3-hydroxypropyl ester
CAS No.:85628-98-4
Molecular Formula:C₂₀H₃₀O₈S
Molecular Weight:430.519
Hs Code.:

Synonyms:(+)-(4S-cis)-2,2-dimethyl-5-<<<(4-methylphenyl)sulfonyl>oxy>methyl>-1,3-dioxolane-4-butanoic acid 3-hydroxypropyl ester

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Chemical Property of (+)-(4S-cis)-2,2-dimethyl-5-<<<(4-methylphenyl)sulfonyl>oxy>methyl>-1,3-dioxolane-4-butanoic acid 3-hydroxypropyl ester

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Technology Process of (+)-(4S-cis)-2,2-dimethyl-5-<<<(4-methylphenyl)sulfonyl>oxy>methyl>-1,3-dioxolane-4-butanoic acid 3-hydroxypropyl ester

There total 7 articles about (+)-(4S-cis)-2,2-dimethyl-5-<<<(4-methylphenyl)sulfonyl>oxy>methyl>-1,3-dioxolane-4-butanoic acid 3-hydroxypropyl 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:

: 25581-41-3
D-erythronolactone acetonide

: 85628-98-4
(+)-(4S-cis)-2,2-dimethyl-5-<<<(4-methylphenyl)sulfonyl>oxy>methyl>-1,3-dioxolane-4-butanoic acid 3-hydroxypropyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 90.2 percent / diisobutylaluminum hydride / CH₂Cl₂; toluene / 3.5 h / -72 °C

2: 68.7 g / tetrahydrofuran / 1) -25 deg C, 30 min; 2) room temperature, 1.5 h

3: 44.2 percent / pyridine / 5 h / 0 - 5 °C

4: 96.4 percent / hydrogen / platinum oxide / ethyl acetate / 1.5 h / Ambient temperature

5: 67.1 percent / ozone, oxygen / ethyl acetate / 2 h / -70 °C

With pyridine; hydrogen; oxygen; diisobutylaluminium hydride; ozone; platinum(IV) oxide; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/ja00349a053

Reference yield:

: 69891-57-2
dioxanylethyl phosphorane

: 85628-98-4
(+)-(4S-cis)-2,2-dimethyl-5-<<<(4-methylphenyl)sulfonyl>oxy>methyl>-1,3-dioxolane-4-butanoic acid 3-hydroxypropyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 68.7 g / tetrahydrofuran / 1) -25 deg C, 30 min; 2) room temperature, 1.5 h

2: 44.2 percent / pyridine / 5 h / 0 - 5 °C

3: 96.4 percent / hydrogen / platinum oxide / ethyl acetate / 1.5 h / Ambient temperature

4: 67.1 percent / ozone, oxygen / ethyl acetate / 2 h / -70 °C

With pyridine; hydrogen; oxygen; ozone; platinum(IV) oxide; In tetrahydrofuran; ethyl acetate;
DOI:10.1021/ja00349a053

Reference yield:

: 53691-70-6,53691-71-7,68791-07-1,68791-08-2,70834-21-8,70834-22-9,70834-23-0,70834-24-1,70834-25-2
4,6-O-isopropylidene-D-glucopyranose

: 85628-98-4
(+)-(4S-cis)-2,2-dimethyl-5-<<<(4-methylphenyl)sulfonyl>oxy>methyl>-1,3-dioxolane-4-butanoic acid 3-hydroxypropyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaIO₄, aq. sodium hydroxide, 2.) p-toluenesulfonic acid monohydrate / 1) pH 4, water, 5 - 10 deg C, 15 min; 2) DMF, room temperature, 5 d

2: 68.7 g / tetrahydrofuran / 1) -25 deg C, 30 min; 2) room temperature, 1.5 h

3: 44.2 percent / pyridine / 5 h / 0 - 5 °C

4: 96.4 percent / hydrogen / platinum oxide / ethyl acetate / 1.5 h / Ambient temperature

5: 67.1 percent / ozone, oxygen / ethyl acetate / 2 h / -70 °C

With pyridine; sodium hydroxide; sodium periodate; hydrogen; oxygen; toluene-4-sulfonic acid; ozone; platinum(IV) oxide; In tetrahydrofuran; ethyl acetate;
DOI:10.1021/ja00349a053