2-trimethylsilylethyl (1R,2S,3R,4R)-2-hydroxy-2-(5-hydroxy-2-oxo-1-oxacyclopent-3-en-3-yl)-4-methoxy-5-methyl-3-(2-trimethylsilylethoxy)methoxycyclohex-5-ene-1-carboxylate

Base Information

Chemical Name:2-trimethylsilylethyl (1R,2S,3R,4R)-2-hydroxy-2-(5-hydroxy-2-oxo-1-oxacyclopent-3-en-3-yl)-4-methoxy-5-methyl-3-(2-trimethylsilylethoxy)methoxycyclohex-5-ene-1-carboxylate
CAS No.:870296-74-5
Molecular Formula:C₂₄H₄₂O₉Si₂
Molecular Weight:530.763
Hs Code.:

2-trimethylsilylethyl (1R,2S,3R,4R)-2-hydroxy-2-(5-hydroxy-2-oxo-1-oxacyclopent-3-en-3-yl)-4-methoxy-5-methyl-3-(2-trimethylsilylethoxy)methoxycyclohex-5-ene-1-carboxylate

Synonyms:2-trimethylsilylethyl (1R,2S,3R,4R)-2-hydroxy-2-(5-hydroxy-2-oxo-1-oxacyclopent-3-en-3-yl)-4-methoxy-5-methyl-3-(2-trimethylsilylethoxy)methoxycyclohex-5-ene-1-carboxylate

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Chemical Property of 2-trimethylsilylethyl (1R,2S,3R,4R)-2-hydroxy-2-(5-hydroxy-2-oxo-1-oxacyclopent-3-en-3-yl)-4-methoxy-5-methyl-3-(2-trimethylsilylethoxy)methoxycyclohex-5-ene-1-carboxylate

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Technology Process of 2-trimethylsilylethyl (1R,2S,3R,4R)-2-hydroxy-2-(5-hydroxy-2-oxo-1-oxacyclopent-3-en-3-yl)-4-methoxy-5-methyl-3-(2-trimethylsilylethoxy)methoxycyclohex-5-ene-1-carboxylate

There total 19 articles about 2-trimethylsilylethyl (1R,2S,3R,4R)-2-hydroxy-2-(5-hydroxy-2-oxo-1-oxacyclopent-3-en-3-yl)-4-methoxy-5-methyl-3-(2-trimethylsilylethoxy)methoxycyclohex-5-ene-1-carboxylate 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: 98.0%

: 173289-88-8
2-trimethylsilylethyl (1R,2S,3R,4R)-2-hydroxy-4-methoxy-5-methyl-3-(2-trimethylsilylethoxy)methoxy-2-(2-trimethylsilyl-3-furyl)cyclohex-5-ene-1-carboxylate

: 870296-74-5
2-trimethylsilylethyl (1R,2S,3R,4R)-2-hydroxy-2-(5-hydroxy-2-oxo-1-oxacyclopent-3-en-3-yl)-4-methoxy-5-methyl-3-(2-trimethylsilylethoxy)methoxycyclohex-5-ene-1-carboxylate

Guidance literature:: With oxygen; 5,15,10,20-tetraphenylporphyrin; In methanol; dichloromethane; Irradiation;
DOI:10.1039/c39950002519

Reference yield:

: 173396-48-0
ethyl (1R,2S,5R)-2-hydroxy-5-methyl-5-phenylselanyl-2-(2-trimethylsilyl-3-furyl)-3,4-dioxocyclohexane-1-carboxylate

: 870296-74-5
2-trimethylsilylethyl (1R,2S,3R,4R)-2-hydroxy-2-(5-hydroxy-2-oxo-1-oxacyclopent-3-en-3-yl)-4-methoxy-5-methyl-3-(2-trimethylsilylethoxy)methoxycyclohex-5-ene-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 75 percent / NMe₄BH(OAc)3; AcOH / acetonitrile / 1 h / 20 °C

2.1: t-BuOOH / CH₂Cl₂ / 3 h / 20 °C

3.1: n-Bu₂SnO / methanol / 24 h / Heating

3.2: 93 percent / tetra-n-butylammonium iodide / benzene / 36 h / Heating

4.1: 96 percent / i-Pr₂NEt / CH₂Cl₂ / 24 h / 20 °C

5.1: 391 mg / aq. NaOH / ethanol / 24 h / 0 °C

6.1: 390 mg / N,N'-dicyclohexylcarbodiimide; DMAP / CH₂Cl₂ / 18 h / 20 °C

7.1: 98 percent / 5,10,15,20-tetraphenyl-21H,23H-porphine; O₂ / CH₂Cl₂; methanol / 0.67 h / -78 °C / Irradiation

With tert.-butylhydroperoxide; dmap; sodium hydroxide; oxygen; 5,15,10,20-tetraphenylporphyrin; di(n-butyl)tin oxide; acetic acid; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; tetramethylammonium triacetoxyborohydride; In methanol; ethanol; dichloromethane; acetonitrile;
DOI:10.1039/b508675b

Reference yield:

: 173396-49-1
ethyl (1R,2S,3R,4S,5R)-5-methyl-5-phenylselanyl-2,3,4-trihydroxy-2-(2-trimethylsilyl-3-furyl)-cyclohexane-1-carboxylate

: 870296-74-5
2-trimethylsilylethyl (1R,2S,3R,4R)-2-hydroxy-2-(5-hydroxy-2-oxo-1-oxacyclopent-3-en-3-yl)-4-methoxy-5-methyl-3-(2-trimethylsilylethoxy)methoxycyclohex-5-ene-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: t-BuOOH / CH₂Cl₂ / 3 h / 20 °C

2.1: n-Bu₂SnO / methanol / 24 h / Heating

2.2: 93 percent / tetra-n-butylammonium iodide / benzene / 36 h / Heating

3.1: 96 percent / i-Pr₂NEt / CH₂Cl₂ / 24 h / 20 °C

4.1: 391 mg / aq. NaOH / ethanol / 24 h / 0 °C

5.1: 390 mg / N,N'-dicyclohexylcarbodiimide; DMAP / CH₂Cl₂ / 18 h / 20 °C

6.1: 98 percent / 5,10,15,20-tetraphenyl-21H,23H-porphine; O₂ / CH₂Cl₂; methanol / 0.67 h / -78 °C / Irradiation

With tert.-butylhydroperoxide; dmap; sodium hydroxide; oxygen; 5,15,10,20-tetraphenylporphyrin; di(n-butyl)tin oxide; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In methanol; ethanol; dichloromethane;
DOI:10.1039/b508675b