(E)-2-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(5-oxo-2,5-dihydro-furan-3-yl)-prop-(E)-ylidene]-6-methyl-8-(trimethyl-cyclohex-1-enyl)-oct-5-enoic acid benzyl ester

Base Information

• Chemical Name: (E)-2-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(5-oxo-2,5-dihydro-furan-3-yl)-prop-(E)-ylidene]-6-methyl-8-(trimethyl-cyclohex-1-enyl)-oct-5-enoic acid benzyl ester
• CAS No.: 121402-08-2
• Molecular Formula: C₃₈H₅₆O₅Si
• Molecular Weight: 620.945
• Mol file: 121402-08-2.mol

Synonyms:

Chemical Property of (E)-2-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(5-oxo-2,5-dihydro-furan-3-yl)-prop-(E)-ylidene]-6-methyl-8-(trimethyl-cyclohex-1-enyl)-oct-5-enoic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(5-oxo-2,5-dihydro-furan-3-yl)-prop-(E)-ylidene]-6-methyl-8-(trimethyl-cyclohex-1-enyl)-oct-5-enoic acid benzyl ester

There total 18 articles about (E)-2-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(5-oxo-2,5-dihydro-furan-3-yl)-prop-(E)-ylidene]-6-methyl-8-(trimethyl-cyclohex-1-enyl)-oct-5-enoic acid benzyl ester 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:

(S)-1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-5,5-bis-ethylsulfanyl-pentan-2-one (121401-97-6) → (E)-2-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(5-oxo-2,5-dihydro-furan-3-yl)-prop-(E)-ylidene]-6-methyl-8-(trimethyl-cyclohex-1-enyl)-oct-5-enoic acid benzyl ester (121402-08-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,2-dimethoxy-ethane / 60 h / -20 °C

2: 1.) lithium diisopropylamide / 1.) THF, -78 deg C

With lithium diisopropyl amide; In 1,2-dimethoxyethane;

DOI:10.1016/S0040-4039(00)87892-2

Reference yield:

(S)-1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-5,5-bis-ethylsulfanyl-pentan-2-one (121401-97-6) → (E)-2-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(5-oxo-2,5-dihydro-furan-3-yl)-prop-(E)-ylidene]-6-methyl-8-(trimethyl-cyclohex-1-enyl)-oct-5-enoic acid benzyl ester (121402-02-6,121402-08-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,2-dimethoxy-ethane / 60 h / -20 °C

2: 1.) lithium diisopropylamide / 1.) THF, -78 deg C

With lithium diisopropyl amide; In 1,2-dimethoxyethane;

DOI:10.1016/S0040-4039(00)87892-2

Reference yield:

4-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-3,3-bis-ethylsulfanyl-propyl]-5H-furan-2-one (121429-40-1) → (E)-2-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(5-oxo-2,5-dihydro-furan-3-yl)-prop-(E)-ylidene]-6-methyl-8-(trimethyl-cyclohex-1-enyl)-oct-5-enoic acid benzyl ester (121402-02-6,121402-08-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / HgCl₂/HgO / acetonitrile; H₂O / 0.5 h / Ambient temperature

2: 1.) lithium diisopropylamide / 1.) THF, -78 deg C

With mercury dichloride; mercury(II) oxide; lithium diisopropyl amide; In water; acetonitrile;

DOI:10.1016/S0040-4039(00)87892-2

upstream raw materials:

(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(5-oxo-2,5-dihydro-furan-3-yl)-propionaldehyde

(E)-(S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-dimethyl-silanyloxymethyl)-6,6-bis-ethylsulfanyl-hex-2-enoic acid ethyl ester

(E)-2-(Dimethoxy-phosphoryl)-6-methyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-oct-5-enoic acid benzyl ester

4-(2,6,6-Trimethyl-cyclohex-1-enyl)-butan-2-on

Downstream raw materials:

(E)-2-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(5-oxo-2,5-dihydro-furan-3-yl)-prop-(Z)-ylidene]-6-methyl-8-(trimethyl-cyclohex-1-enyl)-oct-5-enoic acid

4S-manoalide diol

C₃₄H₅₄O₇Si

4-[(3Z,7E)-(S)-1-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxymethyl-8-methyl-10-(2,6,6-trimethyl-cyclohex-1-enyl)-deca-3,7-dienyl]-5H-furan-2-one