methanesulfonic acid 1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-iodo-but-3-enyl ester

Base Information

Chemical Name:methanesulfonic acid 1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-iodo-but-3-enyl ester
CAS No.:481048-20-8
Molecular Formula:C₂₄H₃₃IO₄SSi
Molecular Weight:572.58
Hs Code.:

methanesulfonic acid 1-[3-(<i>tert</i>-butyl-diphenyl-silanyloxy)-propyl]-3-iodo-but-3-enyl ester

Synonyms:methanesulfonic acid 1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-iodo-but-3-enyl ester

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Chemical Property of methanesulfonic acid 1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-iodo-but-3-enyl ester

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Technology Process of methanesulfonic acid 1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-iodo-but-3-enyl ester

There total 1 articles about methanesulfonic acid 1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-iodo-but-3-enyl 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:

: 124-63-0
methanesulfonyl chloride

: 1066-54-2
trimethylsilylacetylene

: (R)-5-[(tert-butyldiphenylsilyl)oxy]-1,2-epoxypentane

: 481048-20-8
methanesulfonic acid 1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-iodo-but-3-enyl ester

Guidance literature:: trimethylsilylacetylene; (R)-5-[(tert-butyldiphenylsilyl)oxy]-1,2-epoxypentane; With n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; at -78 ℃;

methanesulfonyl chloride; With pyridine;

With chloro-trimethyl-silane; sodium iodide; In water; acetonitrile; Further stages.;
DOI:10.1021/ol026981x

Reference yield:

: 481048-20-8
methanesulfonic acid 1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-iodo-but-3-enyl ester

: (3S,5R)-1-{(2S,5S)-5-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-3-methylene-tetrahydro-furan-2-yl}-6-iodo-5-methyl-hept-6-en-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: LiCl; (Bn)(n-Bu)3NCl; NiCl₂ / Mn/(S)-chiral Cr(III) sulfonamide complex; TMS-Cl / tetrahydrofuran; various solvent(s) / 24 h / 20 °C

1.2: 77 percent / PPTS; Py / propan-2-ol / 24 h / 20 °C

2.1: 84 percent / K₂CO₃ / methanol / 20 h / 20 °C

3.1: 90 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

4.1: cobalt phthalocyanine; LiCl; Et₃N*HCl / Mn/(R)-chiral Cr(III) sulfonamide complex; TMS-Cl / 1,2-dimethoxy-ethane / 43 h / 20 °C

With cobalt(II) phthalocyanine; benzyltri(n-butyl)ammonium chloride; triethylamine hydrochloride; potassium carbonate; Dess-Martin periodane; lithium chloride; nickel dichloride; manganese; chloro-trimethyl-silane; (R)-chiral Cr(III) sulfonamide; (S)-chiral Cr(III) sulfonamide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; 3.1: Dess-Martin oxidation;
DOI:10.1021/ol026981x

Reference yield:

: 481048-20-8
methanesulfonic acid 1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-iodo-but-3-enyl ester

: 481048-34-4
3-((2S,5S)-3-methylene-5-(3-(t-butyldiphenylsilyloxy)propyl)tetrahydrofuran-2-yl)propanal

Guidance literature:: Multi-step reaction with 3 steps

1.1: LiCl; (Bn)(n-Bu)3NCl; NiCl₂ / Mn/(S)-chiral Cr(III) sulfonamide complex; TMS-Cl / tetrahydrofuran; various solvent(s) / 24 h / 20 °C

1.2: 77 percent / PPTS; Py / propan-2-ol / 24 h / 20 °C

2.1: 84 percent / K₂CO₃ / methanol / 20 h / 20 °C

3.1: 90 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

With benzyltri(n-butyl)ammonium chloride; potassium carbonate; Dess-Martin periodane; lithium chloride; nickel dichloride; manganese; chloro-trimethyl-silane; (S)-chiral Cr(III) sulfonamide; In tetrahydrofuran; methanol; dichloromethane; 3.1: Dess-Martin oxidation;
DOI:10.1021/ol026981x