4-Anhydro-2-O-(2,4-dimethoxy benzoyl)-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-thio-D-ribitol

Base Information

• Chemical Name: 4-Anhydro-2-O-(2,4-dimethoxy benzoyl)-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-thio-D-ribitol
• CAS No.: 291758-12-8
• Molecular Formula: C26H44O7SSi2
• Molecular Weight: 556.868
• Mol file: 291758-12-8.mol

Synonyms:4-Anhydro-2-O-(2,4-dimethoxy benzoyl)-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-thio-D-ribitol

Chemical Property of 4-Anhydro-2-O-(2,4-dimethoxy benzoyl)-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-thio-D-ribitol

Chemical Property:

• PSA: 97.75000
• LogP: 6.30100

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Anhydro-2-O-(2,4-dimethoxy benzoyl)-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-thio-D-ribitol

There total 4 articles about 4-Anhydro-2-O-(2,4-dimethoxy benzoyl)-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-thio-D-ribitol 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: 99.0%

2,4-dimethoxybenzoyl chloride (39828-35-8) + 1,4-anhydro-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-thio-D-ribitol (291758-11-7) → (6aR,9R,9aS)-2,2,4,4-tetraisopropyltetrahydro-6H-thieno[3,2-f][1,3,5,2,4]trioxadisilocin-9-yl 2,4-dimethoxybenzoate (291758-12-8)

Guidance literature:

With pyridine; at 20 ℃; for 12h;

DOI:10.1021/ja000541o

Reference yield: 80.0%

→ (6aR,9R,9aS)-2,2,4,4-tetraisopropyltetrahydro-6H-thieno[3,2-f][1,3,5,2,4]trioxadisilocin-9-yl 2,4-dimethoxybenzoate (291758-12-8)

Guidance literature:

Reference yield:

1,4-anhydro-2,3,5-tri-O-benzyl-4-thio-D-ribitol (291758-10-6) → (6aR,9R,9aS)-2,2,4,4-tetraisopropyltetrahydro-6H-thieno[3,2-f][1,3,5,2,4]trioxadisilocin-9-yl 2,4-dimethoxybenzoate (291758-12-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / BCl₃ / CH₂Cl₂ / 1 h / -98 - -90 °C

2: 79 percent / pyridine / 12 h / 20 °C

3: 99 percent / pyridine / 12 h / 20 °C

With pyridine; boron trichloride; In dichloromethane; 1: Debenzylation / 2: Cyclization / 3: Acylation;

DOI:10.1021/ja000541o

upstream raw materials:

2,4-dimethoxybenzoyl chloride

1,4-anhydro-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-thio-D-ribitol

(2R,3S,4R)-2-(hydroxymethyl)tetrahydrothiophene-3,4-diol

1,4-anhydro-2,3,5-tri-O-benzyl-4-thio-D-ribitol

Downstream raw materials:

(R)-1,4-anhydro-2-O-(2,4-dimethoxybenzoyl)-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-sulfinyl-D-ribitol

1,4-anhydro-2-O-(2,4-dimethoxybenzoyl)-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-sulfinyl-D-ribitol