(2S,3S,4E)-2-((1E,3E,5S)-6-{(2R,3R)-3-[(1R,2S)-2-hydroxy-1-methylbutyl]oxiran-2-yl}-1,5-dimethylhexa-1,3-dien-1-yl)-1,3-dimethyl-12-oxaazacyclododec-4-en-6-yl acetate

Base Information

• Chemical Name: (2S,3S,4E)-2-((1E,3E,5S)-6-{(2R,3R)-3-[(1R,2S)-2-hydroxy-1-methylbutyl]oxiran-2-yl}-1,5-dimethylhexa-1,3-dien-1-yl)-1,3-dimethyl-12-oxaazacyclododec-4-en-6-yl acetate
• CAS No.: 1072090-99-3
• Molecular Formula: C₃₀H₄₉NO₅
• Molecular Weight: 503.723
• Mol file: 1072090-99-3.mol

Synonyms:

Chemical Property of (2S,3S,4E)-2-((1E,3E,5S)-6-{(2R,3R)-3-[(1R,2S)-2-hydroxy-1-methylbutyl]oxiran-2-yl}-1,5-dimethylhexa-1,3-dien-1-yl)-1,3-dimethyl-12-oxaazacyclododec-4-en-6-yl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S,4E)-2-((1E,3E,5S)-6-{(2R,3R)-3-[(1R,2S)-2-hydroxy-1-methylbutyl]oxiran-2-yl}-1,5-dimethylhexa-1,3-dien-1-yl)-1,3-dimethyl-12-oxaazacyclododec-4-en-6-yl acetate

There total 28 articles about (2S,3S,4E)-2-((1E,3E,5S)-6-{(2R,3R)-3-[(1R,2S)-2-hydroxy-1-methylbutyl]oxiran-2-yl}-1,5-dimethylhexa-1,3-dien-1-yl)-1,3-dimethyl-12-oxaazacyclododec-4-en-6-yl acetate 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:

(2R,3S)-2-{(2R,3R)-3-[(2S)-2-methylbut-3-en-1-yl]oxiran-2-yl}pentane-3-ol (1072091-33-8) + (2S,3S,4E)-1,3-dimethyl-2-[(1E)-1-methylbuta-1,3-dien-1-yl]-12-oxoazacylododec-4-en-6-yl acetate (1072091-44-1) → (2S,3S,4E)-2-((1E,3E,5S)-6-{(2R,3R)-3-[(1R,2S)-2-hydroxy-1-methylbutyl]oxiran-2-yl}-1,5-dimethylhexa-1,3-dien-1-yl)-1,3-dimethyl-12-oxaazacyclododec-4-en-6-yl acetate (1072090-99-3)

Guidance literature:

[1,3-bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)-tricyclohexylphosphineruthenium; In dichloromethane; for 3h; Heating / reflux;

Reference yield:

(5R)-4,5-anhydro-5-((1S,2S)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylbutyl)-2,3-dideoxy-2-methyl-L-erythro-pentose (934498-08-5) → (2S,3S,4E)-2-((1E,3E,5S)-6-{(2R,3R)-3-[(1R,2S)-2-hydroxy-1-methylbutyl]oxiran-2-yl}-1,5-dimethylhexa-1,3-dien-1-yl)-1,3-dimethyl-12-oxaazacyclododec-4-en-6-yl acetate (1072090-99-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: boron trifluoride diethyl etherate / tetrahydrofuran / 0.08 h / 0 °C

1.2: 3 h / 0 - 20 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 13 h / 20 °C

3.1: [1,3-bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)-tricyclohexylphosphineruthenium / dichloromethane / 3 h / Heating / reflux

With boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; [1,3-bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)-tricyclohexylphosphineruthenium; In tetrahydrofuran; dichloromethane;

Reference yield:

tert-butyl[((1S,2S)-1-ethyl-2-{(2R,3R)-3-[(2S)-2-methylbut-3-en-1-yl]oxiran-2-yl}propyl)oxy]dimethylsilane (934497-82-2) → (2S,3S,4E)-2-((1E,3E,5S)-6-{(2R,3R)-3-[(1R,2S)-2-hydroxy-1-methylbutyl]oxiran-2-yl}-1,5-dimethylhexa-1,3-dien-1-yl)-1,3-dimethyl-12-oxaazacyclododec-4-en-6-yl acetate (1072090-99-3)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 13 h / 20 °C

2: [1,3-bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)-tricyclohexylphosphineruthenium / dichloromethane / 3 h / Heating / reflux

With tetrabutyl ammonium fluoride; [1,3-bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)-tricyclohexylphosphineruthenium; In tetrahydrofuran; dichloromethane;

upstream raw materials:

(2R,3S)-2-{(2R,3R)-3-[(2S)-2-methylbut-3-en-1-yl]oxiran-2-yl}pentane-3-ol

(2S,3S,4E)-1,3-dimethyl-2-[(1E)-1-methylbuta-1,3-dien-1-yl]-12-oxoazacylododec-4-en-6-yl acetate

(5R)-4,5-anhydro-5-((1S,2S)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylbutyl)-2,3-dideoxy-2-methyl-L-erythro-pentose

tert-butyl[((1S,2S)-1-ethyl-2-{(2R,3R)-3-[(2S)-2-methylbut-3-en-1-yl]oxiran-2-yl}propyl)oxy]dimethylsilane