2-{5-[2-(tert-butyl-dimethyl-silanyloxy)-propyl]-tetrahydro-furan-2-yl}-propionic acid 2-[5-(1-{2-[5-(1-benzyloxycarbonyl-ethyl)-tetrahydro-furan-2-yl]-1-methyl-ethoxycarbonyl}-ethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl ester

Base Information

Chemical Name:2-{5-[2-(tert-butyl-dimethyl-silanyloxy)-propyl]-tetrahydro-furan-2-yl}-propionic acid 2-[5-(1-{2-[5-(1-benzyloxycarbonyl-ethyl)-tetrahydro-furan-2-yl]-1-methyl-ethoxycarbonyl}-ethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl ester
CAS No.:900807-33-2
Molecular Formula:C₄₃H₇₀O₁₀Si
Molecular Weight:775.108
Hs Code.:

2-{5-[2-(<i>tert</i>-butyl-dimethyl-silanyloxy)-propyl]-tetrahydro-furan-2-yl}-propionic acid 2-[5-(1-{2-[5-(1-benzyloxycarbonyl-ethyl)-tetrahydro-furan-2-yl]-1-methyl-ethoxycarbonyl}-ethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl ester

Synonyms:2-{5-[2-(tert-butyl-dimethyl-silanyloxy)-propyl]-tetrahydro-furan-2-yl}-propionic acid 2-[5-(1-{2-[5-(1-benzyloxycarbonyl-ethyl)-tetrahydro-furan-2-yl]-1-methyl-ethoxycarbonyl}-ethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl ester

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Chemical Property of 2-{5-[2-(tert-butyl-dimethyl-silanyloxy)-propyl]-tetrahydro-furan-2-yl}-propionic acid 2-[5-(1-{2-[5-(1-benzyloxycarbonyl-ethyl)-tetrahydro-furan-2-yl]-1-methyl-ethoxycarbonyl}-ethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl ester

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Technology Process of 2-{5-[2-(tert-butyl-dimethyl-silanyloxy)-propyl]-tetrahydro-furan-2-yl}-propionic acid 2-[5-(1-{2-[5-(1-benzyloxycarbonyl-ethyl)-tetrahydro-furan-2-yl]-1-methyl-ethoxycarbonyl}-ethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl ester

There total 12 articles about 2-{5-[2-(tert-butyl-dimethyl-silanyloxy)-propyl]-tetrahydro-furan-2-yl}-propionic acid 2-[5-(1-{2-[5-(1-benzyloxycarbonyl-ethyl)-tetrahydro-furan-2-yl]-1-methyl-ethoxycarbonyl}-ethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl 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: 90.0%

: (S)-2-[(2S,5R)-5-((R)-2-Hydroxy-propyl)-tetrahydro-furan-2-yl]-propionic acid (S)-2-[(2R,5S)-5-((S)-1-benzyloxycarbonyl-ethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl ester

: 159153-48-7
(S)-2-((2S,5R)-5-((R)-2-(tert-butyldimethylsiloxy)propyl)tetrahydrofuran-2-yl)propanoic acid

: 900807-33-2
2-{5-[2-(tert-butyl-dimethyl-silanyloxy)-propyl]-tetrahydro-furan-2-yl}-propionic acid 2-[5-(1-{2-[5-(1-benzyloxycarbonyl-ethyl)-tetrahydro-furan-2-yl]-1-methyl-ethoxycarbonyl}-ethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl ester

Guidance literature:: With dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1021/ol0609661

Reference yield:

: 900807-28-5
3-((4R,6R)-2,2,6-Trimethyl-[1,3]dioxan-4-yl)-propionaldehyde

: 900807-33-2
2-{5-[2-(tert-butyl-dimethyl-silanyloxy)-propyl]-tetrahydro-furan-2-yl}-propionic acid 2-[5-(1-{2-[5-(1-benzyloxycarbonyl-ethyl)-tetrahydro-furan-2-yl]-1-methyl-ethoxycarbonyl}-ethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: TiCl₄; TMEDA / CH₂Cl₂ / 2 h / 0 °C

1.2: 1.473 g / CH₂Cl₂ / 2 h / 0 °C

2.1: triethylamine / CH₂Cl₂ / 20 °C

3.1: 75 mg / hydrochloric acid / CH₂Cl₂ / 1 h

4.1: 95 percent / 2,6-lutidine / 1 h / 120 °C

5.1: 98 percent / H₂O₂; LiOH / tetrahydrofuran; H₂O / cooling

6.1: 65 percent / NaH / hexane; dimethylformamide / 0.17 h

7.1: 90 percent / 2,4,6-trichlorobenzoyl chloride; DMAP; triethylamine / CH₂Cl₂ / 18 h / 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; dmap; lithium hydroxide; N,N,N,N,-tetramethylethylenediamine; 2,4,6-trichlorobenzoyl chloride; dihydrogen peroxide; titanium tetrachloride; sodium hydride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol0609661

Reference yield:

: 900807-27-4
3-((4R,6R)-2,2,6-Trimethyl-[1,3]dioxan-4-yl)-propan-1-ol

: 900807-33-2
2-{5-[2-(tert-butyl-dimethyl-silanyloxy)-propyl]-tetrahydro-furan-2-yl}-propionic acid 2-[5-(1-{2-[5-(1-benzyloxycarbonyl-ethyl)-tetrahydro-furan-2-yl]-1-methyl-ethoxycarbonyl}-ethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: (COCl)2; triethylamine; DMSO / CH₂Cl₂ / 0.83 h / -60 °C

2.1: TiCl₄; TMEDA / CH₂Cl₂ / 2 h / 0 °C

2.2: 1.473 g / CH₂Cl₂ / 2 h / 0 °C

3.1: triethylamine / CH₂Cl₂ / 20 °C

4.1: 75 mg / hydrochloric acid / CH₂Cl₂ / 1 h

5.1: 95 percent / 2,6-lutidine / 1 h / 120 °C

6.1: 98 percent / H₂O₂; LiOH / tetrahydrofuran; H₂O / cooling

7.1: 65 percent / NaH / hexane; dimethylformamide / 0.17 h

8.1: 90 percent / 2,4,6-trichlorobenzoyl chloride; DMAP; triethylamine / CH₂Cl₂ / 18 h / 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; dmap; lithium hydroxide; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; 2,4,6-trichlorobenzoyl chloride; dihydrogen peroxide; titanium tetrachloride; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol0609661