(2R,4aR,6S,6aS,6bS,9aR,10aR,10bS)-6-Methoxy-8,8,10a-trimethyl-2-phenyl-decahydro-1,3,5,9-tetraoxa-8-sila-pentaleno[2,1-a]naphthalene

Base Information

• Chemical Name: (2R,4aR,6S,6aS,6bS,9aR,10aR,10bS)-6-Methoxy-8,8,10a-trimethyl-2-phenyl-decahydro-1,3,5,9-tetraoxa-8-sila-pentaleno[2,1-a]naphthalene
• CAS No.: 188953-90-4
• Molecular Formula: C₂₁H₃₀O₅Si
• Molecular Weight: 390.552
• Mol file: 188953-90-4.mol

Synonyms:

Chemical Property of (2R,4aR,6S,6aS,6bS,9aR,10aR,10bS)-6-Methoxy-8,8,10a-trimethyl-2-phenyl-decahydro-1,3,5,9-tetraoxa-8-sila-pentaleno[2,1-a]naphthalene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4aR,6S,6aS,6bS,9aR,10aR,10bS)-6-Methoxy-8,8,10a-trimethyl-2-phenyl-decahydro-1,3,5,9-tetraoxa-8-sila-pentaleno[2,1-a]naphthalene

There total 3 articles about (2R,4aR,6S,6aS,6bS,9aR,10aR,10bS)-6-Methoxy-8,8,10a-trimethyl-2-phenyl-decahydro-1,3,5,9-tetraoxa-8-sila-pentaleno[2,1-a]naphthalene 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:

methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-methyl-3,2-C-(2'-oxapropan-1'-yl-3'-ylidene)-α-D-arabino-hexopyranoside (171076-03-2) → (2R,4aR,6S,6aS,6bS,9aR,10aR,10bS)-6-Methoxy-8,8,10a-trimethyl-2-phenyl-decahydro-1,3,5,9-tetraoxa-8-sila-pentaleno[2,1-a]naphthalene (188953-90-4)

Guidance literature:

Multi-step reaction with 3 steps

1: LS-Selectide

2: 89 percent / Et₃N / CH₂Cl₂

3: Bu₃SnH

With tri-n-butyl-tin hydride; lithium tri-sec-butyl(hydrido)borate; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(97)00211-6

Reference yield:

(2R,4aR,6S,8R,9aR,9bS)-6-Methoxy-9a-methyl-2-phenyl-4a,6,8,9,9a,9b-hexahydro-4H-cyclopenta[4,5]pyrano[3,2-d][1,3]dioxin-8-ol (188953-93-7) → (2R,4aR,6S,6aS,6bS,9aR,10aR,10bS)-6-Methoxy-8,8,10a-trimethyl-2-phenyl-decahydro-1,3,5,9-tetraoxa-8-sila-pentaleno[2,1-a]naphthalene (188953-90-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / Et₃N / CH₂Cl₂

2: Bu₃SnH

With tri-n-butyl-tin hydride; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(97)00211-6

Reference yield:

Bromomethyl-((2R,4aR,6S,8R,9aR,9bS)-6-methoxy-9a-methyl-2-phenyl-4a,6,8,9,9a,9b-hexahydro-4H-cyclopenta[4,5]pyrano[3,2-d][1,3]dioxin-8-yloxy)-dimethyl-silane (188953-89-1) → (2R,4aR,6S,6aR,6bS,9aR,10aR,10bS)-6-Methoxy-8,8,10a-trimethyl-2-phenyl-decahydro-1,3,5,9-tetraoxa-8-sila-pentaleno[2,1-a]naphthalene (188953-95-9) + (2R,4aR,6S,6aS,6bS,9aR,10aR,10bS)-6-Methoxy-8,8,10a-trimethyl-2-phenyl-decahydro-1,3,5,9-tetraoxa-8-sila-pentaleno[2,1-a]naphthalene (188953-90-4)

Guidance literature:

With tri-n-butyl-tin hydride;

DOI:10.1016/S0040-4039(97)00211-6

upstream raw materials:

Bromomethyl-((2R,4aR,6S,8R,9aR,9bS)-6-methoxy-9a-methyl-2-phenyl-4a,6,8,9,9a,9b-hexahydro-4H-cyclopenta[4,5]pyrano[3,2-d][1,3]dioxin-8-yloxy)-dimethyl-silane

methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-methyl-3,2-C-(2'-oxapropan-1'-yl-3'-ylidene)-α-D-arabino-hexopyranoside

(2R,4aR,6S,8R,9aR,9bS)-6-Methoxy-9a-methyl-2-phenyl-4a,6,8,9,9a,9b-hexahydro-4H-cyclopenta[4,5]pyrano[3,2-d][1,3]dioxin-8-ol