acetic acid [2,2-dimethyl-6-(toluene-4-sulfonyloxy)-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-(4-methyl-3,3,6,11-tetraoxo-2,3,6,11-tetrahydro-1H-3λ⁶-anthra[2,1-b]thiophen-9-yl)-methyl ester

Base Information

• Chemical Name: acetic acid [2,2-dimethyl-6-(toluene-4-sulfonyloxy)-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-(4-methyl-3,3,6,11-tetraoxo-2,3,6,11-tetrahydro-1H-3λ⁶-anthra[2,1-b]thiophen-9-yl)-methyl ester
• CAS No.: 303186-67-6
• Molecular Formula: C₃₄H₃₂O₁₂S₂
• Molecular Weight: 696.753

Synonyms:

Chemical Property of acetic acid [2,2-dimethyl-6-(toluene-4-sulfonyloxy)-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-(4-methyl-3,3,6,11-tetraoxo-2,3,6,11-tetrahydro-1H-3λ⁶-anthra[2,1-b]thiophen-9-yl)-methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of acetic acid [2,2-dimethyl-6-(toluene-4-sulfonyloxy)-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-(4-methyl-3,3,6,11-tetraoxo-2,3,6,11-tetrahydro-1H-3λ⁶-anthra[2,1-b]thiophen-9-yl)-methyl ester

There total 1 articles about acetic acid [2,2-dimethyl-6-(toluene-4-sulfonyloxy)-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-(4-methyl-3,3,6,11-tetraoxo-2,3,6,11-tetrahydro-1H-3λ⁶-anthra[2,1-b]thiophen-9-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:

4-methyl-3,3-dioxi-1,2-dihydrothieno<3,2-a>naphthoquinone (130439-83-7) + 2-<2-(3'-O-tosyl-1',2'-O-isopropylidene-α-D-xylopentafuranoso)acetoxymethyl>-1,3-butadiene (303186-60-9) → (6aR,9aS,11aR)-4-methyl-9-<2-(3'-O-tosyl-1',2'-O-isopropylidene-α-D-xylopentafuranoso)acetoxymethyl>-1,2,6a,7,10,10a-hexahydrothieno<3,2-a>anthracene-3,3,6,11-tetraone (130548-63-9) + (6aR,9aR,11aR)-4-methyl-9-<2-(3'-O-tosyl-1',2'-O-isopropylidene-α-D-xylopentafuranoso)acetoxymethyl>-1,2,6a,7,10,10a-hexahydrothieno<3,2-a>anthracene-3,3,6,11-tetraone (130439-84-8) + acetic acid [2,2-dimethyl-6-(toluene-4-sulfonyloxy)-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-(4-methyl-3,3,6,11-tetraoxo-2,3,6,11-tetrahydro-1H-3λ6-anthra[2,1-b]thiophen-9-yl)-methyl ester (303186-67-6) + acetic acid [2,2-dimethyl-6-(toluene-4-sulfonyloxy)-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-(4-methyl-3,3,6,11-tetraoxo-2,3,6,11-tetrahydro-1H-3λ6-anthra[2,1-b]thiophen-9-yl)-methyl ester

Guidance literature:

In 1,4-dioxane; water; Heating;

Reference yield: 50.0%

acetic acid [2,2-dimethyl-6-(toluene-4-sulfonyloxy)-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-(4-methyl-3,3,6,11-tetraoxo-2,3,6,11-tetrahydro-1H-3λ6-anthra[2,1-b]thiophen-9-yl)-methyl ester (303186-67-6) → (5'S)-5'-O-Acetyl-5'-(4-methyl-3,3,6,11-tetraoxo-1,2-dihydrothieno[3,2-a]anthracen-9-yl)-3'-O-tosyl-α,β-D-xylofuranose

Guidance literature:

With acetic acid; for 7h; Heating;

Reference yield:

acetic acid [2,2-dimethyl-6-(toluene-4-sulfonyloxy)-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-(4-methyl-3,3,6,11-tetraoxo-2,3,6,11-tetrahydro-1H-3λ6-anthra[2,1-b]thiophen-9-yl)-methyl ester (303186-67-6) → (4'S)-4'-O-Acetyl-4'-(4-methyl-3,3,6,11-tetraoxo-1,2-dihydrothieno[3,2-a]anthracen-9-yl)-2'-O-tosyl-3'-O-formyl-D-aldehydoerythrose

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / aq. AcOH / 7 h / Heating

2: 68 percent / aq. NaIO₄ / acetic acid / 2 h / 20 °C

With sodium periodate; acetic acid; In acetic acid;

upstream raw materials:

4-methyl-3,3-dioxi-1,2-dihydrothieno<3,2-a>naphthoquinone

2-<2-(3'-O-tosyl-1',2'-O-isopropylidene-α-D-xylopentafuranoso)acetoxymethyl>-1,3-butadiene

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