5-O-acetyl-2-O-<(4-chlorophenyl)sulfonyl>-3-deoxy-D-erythro-penonic acid γ-lactone

Base Information

Chemical Name:5-O-acetyl-2-O-<(4-chlorophenyl)sulfonyl>-3-deoxy-D-erythro-penonic acid γ-lactone
CAS No.:97551-63-8
Molecular Formula:C₁₃H₁₃ClO₇S
Molecular Weight:348.761
Hs Code.:

Synonyms:5-O-acetyl-2-O-<(4-chlorophenyl)sulfonyl>-3-deoxy-D-erythro-penonic acid γ-lactone

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Chemical Property of 5-O-acetyl-2-O-<(4-chlorophenyl)sulfonyl>-3-deoxy-D-erythro-penonic acid γ-lactone

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Technology Process of 5-O-acetyl-2-O-<(4-chlorophenyl)sulfonyl>-3-deoxy-D-erythro-penonic acid γ-lactone

There total 6 articles about 5-O-acetyl-2-O-<(4-chlorophenyl)sulfonyl>-3-deoxy-D-erythro-penonic acid γ-lactone 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: 98.0%

: 97551-62-7
5-O-acetyl-2-O-<(4-chlorophenyl)sulfonyl>-3-deoxy-β-D-erythro-pentfuranose

: 97551-63-8
5-O-acetyl-2-O-<(4-chlorophenyl)sulfonyl>-3-deoxy-D-erythro-penonic acid γ-lactone

Guidance literature:: With ruthenium tetroxide; In 1,2-dichloro-ethane; at 4 - 20 ℃; for 1h;
DOI:10.1021/jo00219a008

Reference yield:

: 80244-96-8
5-O-acetyl-1,2-O-isopropylidene-α-D-xylofuranose

: 97551-63-8
5-O-acetyl-2-O-<(4-chlorophenyl)sulfonyl>-3-deoxy-D-erythro-penonic acid γ-lactone

Guidance literature:: Multi-step reaction with 5 steps

1: 97.3 percent / 1,2-dichloro-ethane / 1 h / Heating

2: 95 percent / Bu3SnH, α,α'-azobis(isobutyronitrile) (AIBN) / toluene / 1 h / Heating

3: 60.9 percent / trifluoroacetic acid (TFA) / 1.25 h / 5 °C

4: 1.) dibutyltin oxide, 2.) Et₃N / 1.) MeOH, reflux, 1.5 h, 2.) 1,2-dimethoxyethane, 4 deg C, 1 h

5: 98 percent / RuO₄ / 1,2-dichloro-ethane / 1 h / 4 - 20 °C

With ruthenium tetroxide; azobisisobutyronitrile; tri-n-butyl-tin hydride; di(n-butyl)tin oxide; triethylamine; trifluoroacetic acid; In 1,2-dichloro-ethane; toluene;
DOI:10.1021/jo00219a008

Reference yield:

: 20031-21-4
1,2-O-isopropylidene-α-D-xylose

: 97551-63-8
5-O-acetyl-2-O-<(4-chlorophenyl)sulfonyl>-3-deoxy-D-erythro-penonic acid γ-lactone

Guidance literature:: Multi-step reaction with 6 steps

1: 85.1 percent / pyridine / CH₂Cl₂ / Ambient temperature

2: 97.3 percent / 1,2-dichloro-ethane / 1 h / Heating

3: 95 percent / Bu3SnH, α,α'-azobis(isobutyronitrile) (AIBN) / toluene / 1 h / Heating

4: 60.9 percent / trifluoroacetic acid (TFA) / 1.25 h / 5 °C

5: 1.) dibutyltin oxide, 2.) Et₃N / 1.) MeOH, reflux, 1.5 h, 2.) 1,2-dimethoxyethane, 4 deg C, 1 h

6: 98 percent / RuO₄ / 1,2-dichloro-ethane / 1 h / 4 - 20 °C

With pyridine; ruthenium tetroxide; azobisisobutyronitrile; tri-n-butyl-tin hydride; di(n-butyl)tin oxide; triethylamine; trifluoroacetic acid; In dichloromethane; 1,2-dichloro-ethane; toluene;
DOI:10.1021/jo00219a008