MeO₂CCH(SePh)CH₂CH₂CH=C(Me)CH₂OTBS

Base Information

• Chemical Name: MeO₂CCH(SePh)CH₂CH₂CH=C(Me)CH₂OTBS
• CAS No.: 912344-18-4
• Molecular Formula: C₂₁H₃₄O₃SeSi
• Molecular Weight: 441.545
• Mol file: 912344-18-4.mol

Synonyms:MeO₂CCH(SePh)CH₂CH₂CH=C(Me)CH₂OTBS

Chemical Property of MeO₂CCH(SePh)CH₂CH₂CH=C(Me)CH₂OTBS

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of MeO₂CCH(SePh)CH₂CH₂CH=C(Me)CH₂OTBS

There total 4 articles about MeO₂CCH(SePh)CH₂CH₂CH=C(Me)CH₂OTBS 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: 97.0%

(E)-7-(tert-butyl-dimethyl-silanyloxy)-6-methyl-hept-5-enoic acid methyl ester (912344-16-2) + Phenylselenyl bromide (34837-55-3) → MeO2CCH(SePh)CH2CH2CH=C(Me)CH2OTBS (912344-18-4)

Guidance literature:

With chloro-trimethyl-silane; lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1016/j.tetlet.2006.06.150

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → MeO2CCH(SePh)CH2CH2CH=C(Me)CH2OTBS (912344-18-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / imidazole / dimethylformamide / 0 °C

2: 97 percent / LDA; TMSCl / tetrahydrofuran / -78 - 20 °C

With 1H-imidazole; chloro-trimethyl-silane; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2006.06.150

Reference yield:

methyl (E)-7-hydroxy-6-methylhept-5-enoate (320715-88-6) → MeO2CCH(SePh)CH2CH2CH=C(Me)CH2OTBS (912344-18-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / imidazole / dimethylformamide / 0 °C

2: 97 percent / LDA; TMSCl / tetrahydrofuran / -78 - 20 °C

With 1H-imidazole; chloro-trimethyl-silane; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2006.06.150

upstream raw materials:

(E)-7-(tert-butyl-dimethyl-silanyloxy)-6-methyl-hept-5-enoic acid methyl ester

Phenylselenyl bromide

tert-butyldimethylsilyl chloride

methyl (E)-7-hydroxy-6-methylhept-5-enoate

Downstream raw materials:

acetic acid (E)-6-(tert-butyl-dimethyl-silanyloxy)-1-((Z)-(S)-2-hydroxy-5-iodo-4-methyl-pent-4-enyl)-5-methyl-1-phenylselanyl-hex-4-enyl ester

(S)-3-[(E)-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pent-3-enyl]-5-((Z)-3-iodo-2-methyl-allyl)-3-phenylselanyl-dihydro-furan-2-one

C₂₇H₄₃IO₄SeSi