benzoic acid (3aS,4R,5R,6aR)-(3aS,4R,5S,6aR)-2,2-dimethyl-5-oxotetrahydro-5λ4-thieno[3,4-d][1,3]dioxol-4-yl methyl ester

Base Information

Chemical Name:benzoic acid (3aS,4R,5R,6aR)-(3aS,4R,5S,6aR)-2,2-dimethyl-5-oxotetrahydro-5λ4-thieno[3,4-d][1,3]dioxol-4-yl methyl ester
CAS No.:683275-15-2
Molecular Formula:C₁₅H₁₈O₅S
Molecular Weight:310.371
Hs Code.:

Synonyms:benzoic acid (3aS,4R,5R,6aR)-(3aS,4R,5S,6aR)-2,2-dimethyl-5-oxotetrahydro-5λ4-thieno[3,4-d][1,3]dioxol-4-yl methyl ester

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Chemical Property of benzoic acid (3aS,4R,5R,6aR)-(3aS,4R,5S,6aR)-2,2-dimethyl-5-oxotetrahydro-5λ4-thieno[3,4-d][1,3]dioxol-4-yl methyl ester

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Technology Process of benzoic acid (3aS,4R,5R,6aR)-(3aS,4R,5S,6aR)-2,2-dimethyl-5-oxotetrahydro-5λ4-thieno[3,4-d][1,3]dioxol-4-yl methyl ester

There total 16 articles about benzoic acid (3aS,4R,5R,6aR)-(3aS,4R,5S,6aR)-2,2-dimethyl-5-oxotetrahydro-5λ4-thieno[3,4-d][1,3]dioxol-4-yl methyl 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: 95.0%

: 596103-07-0
benzoic acid (3aS,4R,6aR)-2,2-dimethyl-tetrahydro-thieno[3,4-d][1,3]dioxol-4-ylmethyl ester

: 683275-15-2
benzoic acid (3aS,4R,5R,6aR)-(3aS,4R,5S,6aR)-2,2-dimethyl-5-oxotetrahydro-5λ4-thieno[3,4-d][1,3]dioxol-4-yl methyl ester

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -78 ℃; for 0.75h;
DOI:10.1021/jm034098e DOI:10.1021/jm050595e

Reference yield:

: 596103-06-9
((3aS,4R,6aR)-2,2- dimethyltetrahydrothieno[3,4-d][1,3]dioxol-4-yl)methanol

: 683275-15-2
benzoic acid (3aS,4R,5R,6aR)-(3aS,4R,5S,6aR)-2,2-dimethyl-5-oxotetrahydro-5λ4-thieno[3,4-d][1,3]dioxol-4-yl methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / pyridine / 6 h / 20 °C

2: 95 percent / m-CPBA / CH₂Cl₂ / 0.75 h / -78 °C

With pyridine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/jm034098e DOI:10.1021/jm050595e

Reference yield:

: 3969-61-7,20581-94-6,71771-89-6,73209-94-6,109008-02-8,120442-06-0,127707-49-7,28910-18-1
2,3:5,6-di-O-isopropylidene-D-gulitol

: 683275-15-2
benzoic acid (3aS,4R,5R,6aR)-(3aS,4R,5S,6aR)-2,2-dimethyl-5-oxotetrahydro-5λ4-thieno[3,4-d][1,3]dioxol-4-yl methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / pyridine / 4 h / 0 °C

2: 94 percent / Na₂S*H₂O / dimethylformamide / 3 h / 100 °C

3: 43 percent / aq. AcOH / 4 h / 20 °C

4: 98 percent / Pb(OAc)4 / ethyl acetate / 0.17 h

5: 98 percent / NaBH₄ / methanol / 0.5 h / 0 °C

6: 99 percent / pyridine / 6 h / 20 °C

7: 95 percent / m-CPBA / CH₂Cl₂ / 0.75 h / -78 °C

With pyridine; lead(IV) acetate; sodium sulfide; sodium tetrahydroborate; acetic acid; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm050595e