(-)-(2S)-methyl-6-[(3S)-methyl-(5R)-(3-phenylprop-2-ynyl)tetrahydrofuran-(2S)-yl]hexanoic acid 3-benzylidene-6-(tert-butyldimethylsilanyloxy)-(5R)-methyl-(1R)-propylhexyl ester

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Chemical Name:(-)-(2S)-methyl-6-[(3S)-methyl-(5R)-(3-phenylprop-2-ynyl)tetrahydrofuran-(2S)-yl]hexanoic acid 3-benzylidene-6-(tert-butyldimethylsilanyloxy)-(5R)-methyl-(1R)-propylhexyl ester
CAS No.:850341-42-3
Molecular Formula:C₄₄H₆₆O₄Si
Molecular Weight:687.091
Hs Code.:

(-)-(2S)-methyl-6-[(3S)-methyl-(5R)-(3-phenylprop-2-ynyl)tetrahydrofuran-(2S)-yl]hexanoic acid 3-benzylidene-6-(tert-butyldimethylsilanyloxy)-(5R)-methyl-(1R)-propylhexyl ester

Synonyms:(-)-(2S)-methyl-6-[(3S)-methyl-(5R)-(3-phenylprop-2-ynyl)tetrahydrofuran-(2S)-yl]hexanoic acid 3-benzylidene-6-(tert-butyldimethylsilanyloxy)-(5R)-methyl-(1R)-propylhexyl ester

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Chemical Property of (-)-(2S)-methyl-6-[(3S)-methyl-(5R)-(3-phenylprop-2-ynyl)tetrahydrofuran-(2S)-yl]hexanoic acid 3-benzylidene-6-(tert-butyldimethylsilanyloxy)-(5R)-methyl-(1R)-propylhexyl ester

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Technology Process of (-)-(2S)-methyl-6-[(3S)-methyl-(5R)-(3-phenylprop-2-ynyl)tetrahydrofuran-(2S)-yl]hexanoic acid 3-benzylidene-6-(tert-butyldimethylsilanyloxy)-(5R)-methyl-(1R)-propylhexyl ester

There total 8 articles about (-)-(2S)-methyl-6-[(3S)-methyl-(5R)-(3-phenylprop-2-ynyl)tetrahydrofuran-(2S)-yl]hexanoic acid 3-benzylidene-6-(tert-butyldimethylsilanyloxy)-(5R)-methyl-(1R)-propylhexyl 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: 53.0%

: 850341-41-2
(-)-2-[3-(tert-butyldimethylsilanyloxy)-(2S)-methylpropyl]-1-phenylhept-1-en-(4R)-ol

: 662168-54-9
(+)-(2S)-methyl-6-[(3S)-methyl-(5R)-(3-phenylprop-2-ynyl)tetrahydrofuran-(2S)-yl]hexanoic acid

: 850341-42-3
(-)-(2S)-methyl-6-[(3S)-methyl-(5R)-(3-phenylprop-2-ynyl)tetrahydrofuran-(2S)-yl]hexanoic acid 3-benzylidene-6-(tert-butyldimethylsilanyloxy)-(5R)-methyl-(1R)-propylhexyl ester

Guidance literature:: With 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide; In dichloromethane; at 23 ℃; for 24h;
DOI:10.1021/ja042733f

Reference yield:

: 850341-32-1
(-)-4-[(3S)-methyl-(5R)-(prop-2-ynyl)tetrahydrofuran-(2S)-yl]butan-1-ol

: 850341-42-3
(-)-(2S)-methyl-6-[(3S)-methyl-(5R)-(3-phenylprop-2-ynyl)tetrahydrofuran-(2S)-yl]hexanoic acid 3-benzylidene-6-(tert-butyldimethylsilanyloxy)-(5R)-methyl-(1R)-propylhexyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: Pd(PPh₃)4; CuI; pyrrolidine / 3.5 h / 23 °C

2.1: 73 percent / imidazole; PPh₃; iodine / acetonitrile; diethyl ether / 3.5 h / 0 °C

3.1: LiCl; LDA / tetrahydrofuran; hexane / 1.33 h / -78 - 20 °C

3.2: tetrahydrofuran; hexane / 5 h / 0 °C

4.1: 298 mg / aq. NaOH / 2-methyl-propan-2-ol; methanol / 48 h / Heating

5.1: 53 percent / dicyclohexylcarbodiimide; 4-pyrrolidinopyridine / CH₂Cl₂ / 24 h / 23 °C

With pyrrolidine; 1H-imidazole; sodium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; iodine; 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide; triphenylphosphine; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; acetonitrile; tert-butyl alcohol; 1.1: Sonogashira coupling;
DOI:10.1021/ja042733f

Reference yield:

: 1-(tert-butyldimethylsilanyloxy)-(2S)-methyl-5-phenyl-4-pentyne

: 850341-42-3
(-)-(2S)-methyl-6-[(3S)-methyl-(5R)-(3-phenylprop-2-ynyl)tetrahydrofuran-(2S)-yl]hexanoic acid 3-benzylidene-6-(tert-butyldimethylsilanyloxy)-(5R)-methyl-(1R)-propylhexyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / Ni(cod)2; PBu₃; Et₃B / 23 °C

2: 53 percent / dicyclohexylcarbodiimide; 4-pyrrolidinopyridine / CH₂Cl₂ / 24 h / 23 °C

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; triethyl borane; tributylphosphine; 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1021/ja042733f