tert-Butyl-[2-(3-iodo-propyl)-5-methoxy-phenoxy]-dimethyl-silane

Base Information

• Chemical Name: tert-Butyl-[2-(3-iodo-propyl)-5-methoxy-phenoxy]-dimethyl-silane
• CAS No.: 151950-91-3
• Molecular Formula: C₁₆H₂₇IO₂Si
• Molecular Weight: 406.379
• Mol file: 151950-91-3.mol

Synonyms:tert-Butyl-[2-(3-iodo-propyl)-5-methoxy-phenoxy]-dimethyl-silane

Chemical Property of tert-Butyl-[2-(3-iodo-propyl)-5-methoxy-phenoxy]-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl-[2-(3-iodo-propyl)-5-methoxy-phenoxy]-dimethyl-silane

There total 2 articles about tert-Butyl-[2-(3-iodo-propyl)-5-methoxy-phenoxy]-dimethyl-silane 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:

3-(2-((tert-butyldimethylsilyl)oxy)-4-methoxyphenyl)propan-1-ol → tert-Butyl-[2-(3-iodo-propyl)-5-methoxy-phenoxy]-dimethyl-silane (151950-91-3)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In benzene; at 0 ℃; Yield given;

DOI:10.1021/ja00071a079

Reference yield:

(2-allyl-5-methoxyphenoxy)(tert-butyl)dimethylsilane → tert-Butyl-[2-(3-iodo-propyl)-5-methoxy-phenoxy]-dimethyl-silane (151950-91-3)

Guidance literature:

Multi-step reaction with 2 steps

1: BF₃*THF, aq. H₂O₂, NaOH / 0 °C

2: PPH₃, I₂, imidazole / benzene / 0 °C

With 1H-imidazole; sodium hydroxide; boron trifluoride-tetrahydrofuran complex; dihydrogen peroxide; iodine; triphenylphosphine; In benzene;

DOI:10.1021/ja00071a079

Reference yield:

tert-Butyl-[2-(3-iodo-propyl)-5-methoxy-phenoxy]-dimethyl-silane (151950-91-3) → (S)-1-Methyl-1-[2-(4-nitro-benzyloxy)-ethyl]-1,2,3,4-tetrahydro-naphthalene

Guidance literature:

Multi-step reaction with 10 steps

1: 1.) Zn-Cu, BrCH₂CH₂Br, 2.) Pd(PPh)3 / 2.) THF, 70 deg C

2: tetrabutylammonium fluoride / tetrahydrofuran / 0 °C

3: Et₃N / CH₂Cl₂ / -78 - 0 °C

4: Pd⁽⁰⁾-(R)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl complex, K₂CO₃ / tetrahydrofuran / 72 h / 60 °C

5: tetrabutylammonium fluoride (TBAF), AcOH / tetrahydrofuran / 0 °C

6: LiAlH₄ / diethyl ether

7: Et₃N / CH₂Cl₂

8: BBr₃ / CH₂Cl₂

9: Et₃N / CH₂Cl₂

10: 28 percent / Pd(OAc)2, dppf, Et₃N, HCOOH / tetrahydrofuran

With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; formic acid; Pd⁽⁰⁾-(R)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl; tetrabutyl ammonium fluoride; boron tribromide; copper; potassium carbonate; acetic acid; ethylene dibromide; triethylamine; zinc; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1021/ja00071a079

Downstream raw materials:

2-(tert-Butyl-dimethyl-silanyloxy)-1-[(Z)-6-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-enyl]-4-methoxy-benzene

(S)-7-Methoxy-1-methyl-1-[2-(4-nitro-benzyloxy)-ethyl]-1,2,3,4-tetrahydro-naphthalene

(-)-eptazocine hydrobromide

Trifluoro-methanesulfonic acid 2-[(Z)-6-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-enyl]-5-methoxy-phenyl ester

Refernces