(2R,3S,3aS,9aR)-5,5,7,7-Tetraisopropyl-2-p-tolylsulfanyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-ol

Base Information

• Chemical Name: (2R,3S,3aS,9aR)-5,5,7,7-Tetraisopropyl-2-p-tolylsulfanyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-ol
• CAS No.: 204918-57-0
• Molecular Formula: C₂₄H₄₂O₅SSi₂
• Molecular Weight: 498.831
• Mol file: 204918-57-0.mol

Synonyms:(2R,3S,3aS,9aR)-5,5,7,7-Tetraisopropyl-2-p-tolylsulfanyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-ol

Chemical Property of (2R,3S,3aS,9aR)-5,5,7,7-Tetraisopropyl-2-p-tolylsulfanyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,3aS,9aR)-5,5,7,7-Tetraisopropyl-2-p-tolylsulfanyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-ol

There total 12 articles about (2R,3S,3aS,9aR)-5,5,7,7-Tetraisopropyl-2-p-tolylsulfanyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-ol 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:

p-tolyl-5-O-acetyl-1-thio-α-D-arabinofuranoside + 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane (69304-37-6) → (2R,3S,3aS,9aR)-5,5,7,7-Tetraisopropyl-2-p-tolylsulfanyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-ol (204918-57-0)

Guidance literature:

With pyridine; at 0 - 20 ℃; for 2h;

DOI:10.1021/ja993543l

Reference yield:

para-thiocresol (106-45-6) → (2R,3S,3aS,9aR)-5,5,7,7-Tetraisopropyl-2-p-tolylsulfanyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-ol (204918-57-0)

Guidance literature:

Multi-step reaction with 3 steps

1: BF₃*OEt₂ / CH₂Cl₂ / 20 °C

2: 4.06 g / sodium methoxide / methanol / 20 °C

3: 81 percent / pyridine / 2 h / 20 °C

With pyridine; boron trifluoride diethyl etherate; sodium methylate; In methanol; dichloromethane;

DOI:10.1021/jo061440x

Reference yield:

1-(p-thiocresyl)-2,3,5-tri-O-acetyl-α-D-arabinofuranoside (204918-48-9) → (2R,3S,3aS,9aR)-5,5,7,7-Tetraisopropyl-2-p-tolylsulfanyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-ol (204918-57-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 4.06 g / sodium methoxide / methanol / 20 °C

2: 81 percent / pyridine / 2 h / 20 °C

With pyridine; sodium methylate; In methanol;

DOI:10.1021/jo061440x

upstream raw materials:

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

1,2,3,5-tetra-O-acetyl-α-D-arabinofuranose

para-thiocresol

1-(p-thiocresyl)-2,3,5-tri-O-acetyl-α-D-arabinofuranoside

Downstream raw materials:

p-cresyl-2-O-benzoyl-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside

p-cresyl 2-O-benzyl-1-thio-α-D-arabinofuranoside

C₃₈H₄₂O₁₄