(2R,3S,4R,4aS,10aR)-6,6,8,8-Tetraisopropyl-2-phenyl-hexahydro-1,5,7,9-tetraoxa-6,8-disila-benzocyclooctene-3,4-diol

Base Information

• Chemical Name: (2R,3S,4R,4aS,10aR)-6,6,8,8-Tetraisopropyl-2-phenyl-hexahydro-1,5,7,9-tetraoxa-6,8-disila-benzocyclooctene-3,4-diol
• CAS No.: 882302-30-9
• Molecular Formula: C₂₄H₄₂O₆Si₂
• Molecular Weight: 482.765
• Mol file: 882302-30-9.mol

Synonyms:(2R,3S,4R,4aS,10aR)-6,6,8,8-Tetraisopropyl-2-phenyl-hexahydro-1,5,7,9-tetraoxa-6,8-disila-benzocyclooctene-3,4-diol

Chemical Property of (2R,3S,4R,4aS,10aR)-6,6,8,8-Tetraisopropyl-2-phenyl-hexahydro-1,5,7,9-tetraoxa-6,8-disila-benzocyclooctene-3,4-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,4R,4aS,10aR)-6,6,8,8-Tetraisopropyl-2-phenyl-hexahydro-1,5,7,9-tetraoxa-6,8-disila-benzocyclooctene-3,4-diol

There total 5 articles about (2R,3S,4R,4aS,10aR)-6,6,8,8-Tetraisopropyl-2-phenyl-hexahydro-1,5,7,9-tetraoxa-6,8-disila-benzocyclooctene-3,4-diol 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: 84.0%

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane (69304-37-6) + α-D-mannopyranosylbenzene (63598-21-0) → (2R,3S,4R,4aS,10aR)-6,6,8,8-Tetraisopropyl-2-phenyl-hexahydro-1,5,7,9-tetraoxa-6,8-disila-benzocyclooctene-3,4-diol (882302-30-9)

Guidance literature:

With pyridine; at -15 - 20 ℃; for 24h;

DOI:10.1016/j.bmcl.2005.12.048

Reference yield:

2,3,4,6-tetra-O-acetyl-D-mannopyranosyl bromide (572-09-8,3068-32-4,4026-32-8,6919-96-6,13242-53-0,14227-54-4,14795-18-7,19186-59-5,19285-38-2,21698-13-5,29907-26-4,53369-42-9,60619-58-1,61303-35-3,67337-79-5,69127-37-3,70749-15-4,72002-90-5,75247-30-2,75880-74-9,78418-57-2,102339-89-9,102339-90-2,103530-40-1,114028-03-4,114718-45-5,138514-70-2,138514-71-3) → (2R,3S,4R,4aS,10aR)-6,6,8,8-Tetraisopropyl-2-phenyl-hexahydro-1,5,7,9-tetraoxa-6,8-disila-benzocyclooctene-3,4-diol (882302-30-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: diethyl ether / 0 - 20 °C

1.2: pyridine; Ac₂O

2.1: 94 percent / K₂CO₃ / methanol; tetrahydrofuran / 16 h / 20 °C

3.1: 84 percent / pyridine / 24 h / -15 - 20 °C

With pyridine; potassium carbonate; In tetrahydrofuran; methanol; diethyl ether;

DOI:10.1016/j.bmcl.2005.12.048

Reference yield:

phenylmagnesium bromide → (2R,3S,4R,4aS,10aR)-6,6,8,8-Tetraisopropyl-2-phenyl-hexahydro-1,5,7,9-tetraoxa-6,8-disila-benzocyclooctene-3,4-diol (882302-30-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: diethyl ether / 0 - 20 °C

1.2: pyridine; Ac₂O

2.1: 94 percent / K₂CO₃ / methanol; tetrahydrofuran / 16 h / 20 °C

3.1: 84 percent / pyridine / 24 h / -15 - 20 °C

With pyridine; potassium carbonate; In tetrahydrofuran; methanol; diethyl ether;

DOI:10.1016/j.bmcl.2005.12.048

upstream raw materials:

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

α-D-mannopyranosylbenzene

2,3,4,6-tetra-O-acetyl-D-mannopyranosyl bromide

β-D-mannopyranose pentaacetate

Downstream raw materials:

(2R,3R,4R,4aR,10aR)-6,6,8,8-Tetraisopropyl-3,4-dimethoxy-2-phenyl-hexahydro-1,5,7,9-tetraoxa-6,8-disila-benzocyclooctene