(Z)-(S)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-(dimethyl-phenyl-silanyl)-hex-4-en-1-one

Base Information

• Chemical Name: (Z)-(S)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-(dimethyl-phenyl-silanyl)-hex-4-en-1-one
• CAS No.: 109053-79-4
• Molecular Formula: C₂₄H₃₅NO₃SSi
• Molecular Weight: 445.698
• Mol file: 109053-79-4.mol

Synonyms:

Chemical Property of (Z)-(S)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-(dimethyl-phenyl-silanyl)-hex-4-en-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-(S)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-(dimethyl-phenyl-silanyl)-hex-4-en-1-one

There total 3 articles about (Z)-(S)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-(dimethyl-phenyl-silanyl)-hex-4-en-1-one 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:

phenyldimethylsilyl chloride (768-33-2) → (Z)-(S)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-3-(dimethyl-phenyl-silanyl)-hex-4-en-1-one (109053-79-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1., BuLi, 2., BuLi / -78 deg C

2: 1., oxalyl chloride 2., NaH

3: 1., Li 2., CuI, Bu₃P, EtAlCl₂ / 2., -78 deg C, THF/Et₂O, 2 h

With copper(l) iodide; n-butyllithium; oxalyl dichloride; tributylphosphine; ethylaluminum dichloride; lithium; sodium hydride;

DOI:10.1002/hlca.19860690703

Reference yield:

(E)-3-[dimethyl(phenyl)silyl]propenoic acid (109053-88-5) → (Z)-(S)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-3-(dimethyl-phenyl-silanyl)-hex-4-en-1-one (109053-79-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1., oxalyl chloride 2., NaH

2: 1., Li 2., CuI, Bu₃P, EtAlCl₂ / 2., -78 deg C, THF/Et₂O, 2 h

With copper(l) iodide; oxalyl dichloride; tributylphosphine; ethylaluminum dichloride; lithium; sodium hydride;

DOI:10.1002/hlca.19860690703

Reference yield:

(Z)-1-propenyl bromide (590-13-6) + (E)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-3-(dimethyl-phenyl-silanyl)-propenone (109053-72-7) → (Z)-(S)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-3-(dimethyl-phenyl-silanyl)-hex-4-en-1-one (109053-79-4)

Guidance literature:

With copper(l) iodide; tributylphosphine; ethylaluminum dichloride; lithium; Yield given. Multistep reaction; 2., -78 deg C, THF/Et₂O, 2 h;

DOI:10.1002/hlca.19860690703

upstream raw materials:

(Z)-1-propenyl bromide

(E)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-(dimethyl-phenyl-silanyl)-propenone

phenyldimethylsilyl chloride

(E)-3-[dimethyl(phenyl)silyl]propenoic acid

Downstream raw materials:

(R)-3-(Dimethyl-phenyl-silanyl)-hexanoic acid methyl ester

S-3-hydroxyhexanoic Acid methyl ester

methyl (3R)-3-hydroxyhexanoate