4-ethyl 1-methyl [2S,2(1R)]-2-[2-(tert-butyldiphenylsilyl)oxy-1-[3-(methoxymethoxy)propionyl]oxyethyl]-3-diazo-2-hydroxybutanediote

Base Information

Chemical Name:4-ethyl 1-methyl [2S,2(1R)]-2-[2-(tert-butyldiphenylsilyl)oxy-1-[3-(methoxymethoxy)propionyl]oxyethyl]-3-diazo-2-hydroxybutanediote
CAS No.:207124-12-7
Molecular Formula:C₃₀H₄₀N₂O₁₀Si
Molecular Weight:616.74
Hs Code.:

Synonyms:4-ethyl 1-methyl [2S,2(1R)]-2-[2-(tert-butyldiphenylsilyl)oxy-1-[3-(methoxymethoxy)propionyl]oxyethyl]-3-diazo-2-hydroxybutanediote

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Chemical Property of 4-ethyl 1-methyl [2S,2(1R)]-2-[2-(tert-butyldiphenylsilyl)oxy-1-[3-(methoxymethoxy)propionyl]oxyethyl]-3-diazo-2-hydroxybutanediote

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Technology Process of 4-ethyl 1-methyl [2S,2(1R)]-2-[2-(tert-butyldiphenylsilyl)oxy-1-[3-(methoxymethoxy)propionyl]oxyethyl]-3-diazo-2-hydroxybutanediote

There total 7 articles about 4-ethyl 1-methyl [2S,2(1R)]-2-[2-(tert-butyldiphenylsilyl)oxy-1-[3-(methoxymethoxy)propionyl]oxyethyl]-3-diazo-2-hydroxybutanediote 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:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 207124-12-7
4-ethyl 1-methyl [2S,2(1R)]-2-[2-(tert-butyldiphenylsilyl)oxy-1-[3-(methoxymethoxy)propionyl]oxyethyl]-3-diazo-2-hydroxybutanediote

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / DMAP, pyridine / CH₂Cl₂ / 20 h

2: 89 percent / EDCI, DMAP / CH₂Cl₂ / 5 h

3: 85 percent / H₂ / 20percent Pd(OH)2/C / methanol / 20 h / Heating

4: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 8 h

5: LiHMDS / tetrahydrofuran / 3 h / -78 °C

With pyridine; dmap; hydrogen; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hexamethyldisilazane; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(98)00203-2

Reference yield:

: 207124-05-8
(2S,3R)-2-Benzyloxy-3,4-dihydroxy-butyric acid methyl ester

: 207124-12-7
4-ethyl 1-methyl [2S,2(1R)]-2-[2-(tert-butyldiphenylsilyl)oxy-1-[3-(methoxymethoxy)propionyl]oxyethyl]-3-diazo-2-hydroxybutanediote

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / DMAP, pyridine / CH₂Cl₂ / 20 h

2: 89 percent / EDCI, DMAP / CH₂Cl₂ / 5 h

3: 85 percent / H₂ / 20percent Pd(OH)2/C / methanol / 20 h / Heating

4: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 8 h

5: LiHMDS / tetrahydrofuran / 3 h / -78 °C

With pyridine; dmap; hydrogen; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hexamethyldisilazane; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(98)00203-2

Reference yield:

: 120383-54-2
(2S)-benzyloxy-[(4S)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetic acid methyl ester

: 207124-12-7
4-ethyl 1-methyl [2S,2(1R)]-2-[2-(tert-butyldiphenylsilyl)oxy-1-[3-(methoxymethoxy)propionyl]oxyethyl]-3-diazo-2-hydroxybutanediote

Guidance literature:: Multi-step reaction with 6 steps

1: 78 percent / 10percent aq. HCl / tetrahydrofuran / 12 h / 0 °C

2: 96 percent / DMAP, pyridine / CH₂Cl₂ / 20 h

3: 89 percent / EDCI, DMAP / CH₂Cl₂ / 5 h

4: 85 percent / H₂ / 20percent Pd(OH)2/C / methanol / 20 h / Heating

5: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 8 h

6: LiHMDS / tetrahydrofuran / 3 h / -78 °C

With pyridine; hydrogenchloride; dmap; hydrogen; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hexamethyldisilazane; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(98)00203-2