(5R,6S)-5,6-dihydroxy-7-(triisopropylbenzenesulfonyloxy)heptanoic-1,5-lactone

Base Information

• Chemical Name: (5R,6S)-5,6-dihydroxy-7-(triisopropylbenzenesulfonyloxy)heptanoic-1,5-lactone
• CAS No.: 115798-07-7
• Molecular Formula: C₂₂H₃₄O₆S
• Molecular Weight: 426.574
• Mol file: 115798-07-7.mol

Synonyms:(5R,6S)-5,6-dihydroxy-7-(triisopropylbenzenesulfonyloxy)heptanoic-1,5-lactone

Chemical Property of (5R,6S)-5,6-dihydroxy-7-(triisopropylbenzenesulfonyloxy)heptanoic-1,5-lactone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R,6S)-5,6-dihydroxy-7-(triisopropylbenzenesulfonyloxy)heptanoic-1,5-lactone

There total 6 articles about (5R,6S)-5,6-dihydroxy-7-(triisopropylbenzenesulfonyloxy)heptanoic-1,5-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: 78.0%

ethyl (5R,6S)-5,6-dihydroxy-7-(triisopropylbenzenesulfonyloxy)heptanoate (115798-06-6) → (5R,6S)-5,6-dihydroxy-7-(triisopropylbenzenesulfonyloxy)heptanoic-1,5-lactone (115798-07-7)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 10h; Heating;

DOI:10.1016/0008-6215(90)84073-4

Reference yield:

2,4,6-triisopropylphenylsulfonyl chloride (6553-96-4) → (5R,6S)-5,6-dihydroxy-7-(triisopropylbenzenesulfonyloxy)heptanoic-1,5-lactone (115798-07-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) K₂CO₃ / 2.) pyridine, 0 deg C

2: 78 percent / 1M HCl / tetrahydrofuran / Heating

With hydrogenchloride; potassium carbonate; In tetrahydrofuran;

DOI:10.1021/jo00253a050

Reference yield:

5,6-Dihydroxy-7-(2,4,6-triisopropyl-benzenesulfonyloxy)-heptanoic acid ethyl ester (115798-00-0,115798-06-6) → 2,4,6-Triisopropyl-benzenesulfonic acid 2-hydroxy-2-(6-oxo-tetrahydro-pyran-2-yl)-ethyl ester (115798-07-7,129815-32-3)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; Heating;

DOI:10.1016/0008-6215(90)84073-4

upstream raw materials:

5,6-Dihydroxy-7-(2,4,6-triisopropyl-benzenesulfonyloxy)-heptanoic acid ethyl ester

2,4,6-triisopropylphenylsulfonyl chloride

5,6,7-Trihydroxy-heptanoic acid ethyl ester

ethyl (5R,6S)-5,6-dihydroxy-7-(triisopropylbenzenesulfonyloxy)heptanoate

Downstream raw materials:

(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (S)-1-((R)-6-oxo-tetrahydro-pyran-2-yl)-2-(2,4,6-triisopropyl-benzenesulfonyloxy)-ethyl ester

3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (S)-1-((R)-6-oxo-tetrahydro-pyran-2-yl)-2-(2,4,6-triisopropyl-benzenesulfonyloxy)-ethyl ester

3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 1-(6-oxo-tetrahydro-pyran-2-yl)-2-(2,4,6-triisopropyl-benzenesulfonyloxy)-ethyl ester