(-)-2-methylpent-4-enoic acid [(2S,3S,4R,2'R,4'S,5'S)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methyl-6-one]undec-8-yl ester

Base Information

Chemical Name:(-)-2-methylpent-4-enoic acid [(2S,3S,4R,2'R,4'S,5'S)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methyl-6-one]undec-8-yl ester
CAS No.:501015-58-3
Molecular Formula:C₄₄H₆₆O₇Si
Molecular Weight:735.089
Hs Code.:

(-)-2-methylpent-4-enoic acid [(2S,3S,4R,2'R,4'S,5'S)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methyl-6-one]undec-8-yl ester

Synonyms:(-)-2-methylpent-4-enoic acid [(2S,3S,4R,2'R,4'S,5'S)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methyl-6-one]undec-8-yl ester

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Chemical Property of (-)-2-methylpent-4-enoic acid [(2S,3S,4R,2'R,4'S,5'S)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methyl-6-one]undec-8-yl ester

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Technology Process of (-)-2-methylpent-4-enoic acid [(2S,3S,4R,2'R,4'S,5'S)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methyl-6-one]undec-8-yl ester

There total 23 articles about (-)-2-methylpent-4-enoic acid [(2S,3S,4R,2'R,4'S,5'S)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methyl-6-one]undec-8-yl 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: 40.0%

: 501015-63-0
(S)-2-Methyl-pent-4-enoic acid (R)-1-chlorocarbonylmethyl-butyl ester

: 501015-57-2
(2S,3S,4R,2'R,4'S,5'S)-(-)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methyl-5-iodopentane

: 501015-64-1
[(1S,2S)-1-((2R,4S,5S)-5-Allyl-4-methyl-tetrahydro-furan-2-ylmethyl)-2-methoxymethoxy-3-methyl-butoxy]-tert-butyl-diphenyl-silane

: 501015-58-3
(-)-2-methylpent-4-enoic acid [(2S,3S,4R,2'R,4'S,5'S)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methyl-6-one]undec-8-yl ester

Guidance literature:: (2S,3S,4R,2'R,4'S,5'S)-(-)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methyl-5-iodopentane; With chloro-trimethyl-silane; 2,4-dichlorophenoxyacetic acid dimethylamine; copper; zinc; In toluene; at 20 - 50 ℃; for 4h;

(S)-2-Methyl-pent-4-enoic acid (R)-1-chlorocarbonylmethyl-butyl ester; With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; P(furyl)3; In toluene;
DOI:10.1021/ja038216z

Reference yield:

: 61540-30-5
3-oxohexanoic acid tert-butyl ester

: 501015-58-3
(-)-2-methylpent-4-enoic acid [(2S,3S,4R,2'R,4'S,5'S)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methyl-6-one]undec-8-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 83 percent / H₂ / [((R)-Binap)-RuCl₂]2(NEt₃) / tetrahydrofuran; methanol / 17 h / 90 - 95 °C / 7500.6 Torr

2.1: 87 percent / DMAP; EDCl / CH₂Cl₂ / 16 h / 20 °C

3.1: 100 percent / Et₃SiH; trifluoroacetic acid / CH₂Cl₂ / 1.5 h / 20 °C

4.1: 100 percent / (COCl)2; DMF / CH₂Cl₂

5.1: Zn-Cu; DMA; TMSCl / toluene / 4 h / 20 - 50 °C

5.2: 40 percent / Pd₂(dba)3; P(furyl)3 / toluene

With triethylsilane; dmap; chloro-trimethyl-silane; oxalyl dichloride; hydrogen; 2,4-dichlorophenoxyacetic acid dimethylamine; copper; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N,N-dimethyl-formamide; trifluoroacetic acid; zinc; [((R)-Binap)-RuCl₂]2; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/ja038216z

Reference yield:

: 3249-68-1
ethyl butyroyl acetate

: 501015-58-3
(-)-2-methylpent-4-enoic acid [(2S,3S,4R,2'R,4'S,5'S)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methyl-6-one]undec-8-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 59 percent / t-BuOK / benzene / 144 h / Heating

2.1: 83 percent / H₂ / [((R)-Binap)-RuCl₂]2(NEt₃) / tetrahydrofuran; methanol / 17 h / 90 - 95 °C / 7500.6 Torr

3.1: 87 percent / DMAP; EDCl / CH₂Cl₂ / 16 h / 20 °C

4.1: 100 percent / Et₃SiH; trifluoroacetic acid / CH₂Cl₂ / 1.5 h / 20 °C

5.1: 100 percent / (COCl)2; DMF / CH₂Cl₂

6.1: Zn-Cu; DMA; TMSCl / toluene / 4 h / 20 - 50 °C

6.2: 40 percent / Pd₂(dba)3; P(furyl)3 / toluene

With triethylsilane; dmap; chloro-trimethyl-silane; oxalyl dichloride; potassium tert-butylate; hydrogen; 2,4-dichlorophenoxyacetic acid dimethylamine; copper; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N,N-dimethyl-formamide; trifluoroacetic acid; zinc; [((R)-Binap)-RuCl₂]2; In tetrahydrofuran; methanol; dichloromethane; toluene; benzene;
DOI:10.1021/ja038216z