(2S,3R,3aR,4S,5S,6S,8S,8aS)-2-(tert-Butyl-diphenyl-silanyloxy)-5-((R)-1,2-dihydroxy-1-methyl-ethyl)-6,8-bis-methoxymethoxy-3,8-dimethyl-decahydro-azulene-4,5-diol

Base Information

• Chemical Name: (2S,3R,3aR,4S,5S,6S,8S,8aS)-2-(tert-Butyl-diphenyl-silanyloxy)-5-((R)-1,2-dihydroxy-1-methyl-ethyl)-6,8-bis-methoxymethoxy-3,8-dimethyl-decahydro-azulene-4,5-diol
• CAS No.: 663605-98-9
• Molecular Formula: C₃₅H₅₄O₉Si
• Molecular Weight: 646.894
• Mol file: 663605-98-9.mol

Synonyms:(2S,3R,3aR,4S,5S,6S,8S,8aS)-2-(tert-Butyl-diphenyl-silanyloxy)-5-((R)-1,2-dihydroxy-1-methyl-ethyl)-6,8-bis-methoxymethoxy-3,8-dimethyl-decahydro-azulene-4,5-diol

Chemical Property of (2S,3R,3aR,4S,5S,6S,8S,8aS)-2-(tert-Butyl-diphenyl-silanyloxy)-5-((R)-1,2-dihydroxy-1-methyl-ethyl)-6,8-bis-methoxymethoxy-3,8-dimethyl-decahydro-azulene-4,5-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,3aR,4S,5S,6S,8S,8aS)-2-(tert-Butyl-diphenyl-silanyloxy)-5-((R)-1,2-dihydroxy-1-methyl-ethyl)-6,8-bis-methoxymethoxy-3,8-dimethyl-decahydro-azulene-4,5-diol

There total 25 articles about (2S,3R,3aR,4S,5S,6S,8S,8aS)-2-(tert-Butyl-diphenyl-silanyloxy)-5-((R)-1,2-dihydroxy-1-methyl-ethyl)-6,8-bis-methoxymethoxy-3,8-dimethyl-decahydro-azulene-4,5-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:

Acetic acid (R)-2-[(2S,3R,3aR,4S,5R,6S,8S,8aS)-2-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-6,8-bis-methoxymethoxy-3,8-dimethyl-4-triethylsilanyloxy-decahydro-azulen-5-yl]-2-hydroxy-propyl ester (663605-97-8) → (2S,3R,3aR,4S,5S,6S,8S,8aS)-2-(tert-Butyl-diphenyl-silanyloxy)-5-((R)-1,2-dihydroxy-1-methyl-ethyl)-6,8-bis-methoxymethoxy-3,8-dimethyl-decahydro-azulene-4,5-diol (663605-98-9)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 1h;

DOI:10.1002/chem.200700302

Reference yield:

(1R,2S,3aS,4S,6S,8S,8aR)-2-(tert-Butyl-diphenyl-silanyloxy)-7-[2-hydroxy-1-methyl-eth-(E)-ylidene]-4-methoxymethoxy-1,4-dimethyl-8-triethylsilanyloxy-decahydro-azulen-6-ol (663605-95-6) → (2S,3R,3aR,4S,5S,6S,8S,8aS)-2-(tert-Butyl-diphenyl-silanyloxy)-5-((R)-1,2-dihydroxy-1-methyl-ethyl)-6,8-bis-methoxymethoxy-3,8-dimethyl-decahydro-azulene-4,5-diol (663605-98-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 2,6-dimethylpyridine; dmap / dichloromethane / 3 h / 20 °C

2: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h / 20 °C

3: Quinuclidine; osmium(VIII) oxide; potassium carbonate / potassium hexacyanoperferrate; methanesulfonamide / water; tert-butyl alcohol / 240 h / 20 °C

4: potassium carbonate / methanol / 1 h / 20 °C

With Quinuclidine; 2,6-dimethylpyridine; dmap; osmium(VIII) oxide; potassium carbonate; N-ethyl-N,N-diisopropylamine; potassium hexacyanoperferrate; methanesulfonamide; In methanol; dichloromethane; water; tert-butyl alcohol;

DOI:10.1002/chem.200700302

Reference yield:

Acetic acid 2-[(2S,3R,3aR,4S,6S,8S,8aS)-2-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-8-methoxymethoxy-3,8-dimethyl-4-triethylsilanyloxy-octahydro-azulen-(5E)-ylidene]-propyl ester (663606-12-0) → (2S,3R,3aR,4S,5S,6S,8S,8aS)-2-(tert-Butyl-diphenyl-silanyloxy)-5-((R)-1,2-dihydroxy-1-methyl-ethyl)-6,8-bis-methoxymethoxy-3,8-dimethyl-decahydro-azulene-4,5-diol (663605-98-9)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h / 20 °C

2: Quinuclidine; osmium(VIII) oxide; potassium carbonate / potassium hexacyanoperferrate; methanesulfonamide / water; tert-butyl alcohol / 240 h / 20 °C

3: potassium carbonate / methanol / 1 h / 20 °C

With Quinuclidine; dmap; osmium(VIII) oxide; potassium carbonate; N-ethyl-N,N-diisopropylamine; potassium hexacyanoperferrate; methanesulfonamide; In methanol; dichloromethane; water; tert-butyl alcohol;

DOI:10.1002/chem.200700302

upstream raw materials:

Acetic acid (R)-2-[(2S,3R,3aR,4S,5R,6S,8S,8aS)-2-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-6,8-bis-methoxymethoxy-3,8-dimethyl-4-triethylsilanyloxy-decahydro-azulen-5-yl]-2-hydroxy-propyl ester

(2S,3R,3aR,4S,6S,8S,8aS)-2-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-8-methoxymethoxy-3,8-dimethyl-4-triethylsilanyloxy-octahydro-azulen-5-one

C₄₀H₆₄O₅Si₂

(4S,4aR,5R,6S,7aS,8S,9aS)-6-(tert-Butyl-diphenyl-silanyloxy)-8-methoxymethoxy-3,5,8-trimethyl-4-triethylsilanyloxy-4a,5,6,7,7a,8,9,9a-octahydro-4H-azuleno[6,5-b]furan-2-one

Downstream raw materials:

trilobolide

nortrilobolide

(2aS,5aS,7S,7aS,9S,10R,10aR,10bS,10cR)-9-(tert-Butyl-diphenyl-silanyloxy)-7,10c-dihydroxy-2a,4,4,7,10-pentamethyl-decahydro-1,3,5-trioxa-benzo[cd]cyclopenta[h]azulen-2-one

(3S,3aR,4S,6S,6aS,8S,9R,9aR,9bS)-8-(tert-Butyl-diphenyl-silanyloxy)-3,3a-dihydroxy-4,6-bis-methoxymethoxy-3,6,9-trimethyl-decahydro-azuleno[4,5-b]furan-2-one