3-{(4R,5R)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-diazo-propionic acid ethyl ester

Base Information

Chemical Name:3-{(4R,5R)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-diazo-propionic acid ethyl ester
CAS No.:405116-08-7
Molecular Formula:C₂₈H₃₈N₂O₆Si
Molecular Weight:526.705
Hs Code.:

Synonyms:3-{(4R,5R)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-diazo-propionic acid ethyl ester

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Chemical Property of 3-{(4R,5R)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-diazo-propionic acid ethyl ester

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Technology Process of 3-{(4R,5R)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-diazo-propionic acid ethyl ester

There total 6 articles about 3-{(4R,5R)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-diazo-propionic acid 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%

: 405116-07-6
3-{(4R,5S)-5-[(R)-1-Acetoxy-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-diazo-propionic acid ethyl ester

: 405116-08-7
3-{(4R,5R)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-diazo-propionic acid ethyl ester

Guidance literature:: With sodium ethanolate; In ethanol; at 0 ℃; for 0.5h;
DOI:10.1016/S0040-4020(01)01074-2

Reference yield:

: 138458-96-5
4-O-Acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-arabinose

: 405116-08-7
3-{(4R,5R)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-diazo-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: Et₂Zn / CH₂Cl₂; hexane / -78 - -50 °C

1.2: 80 percent / CH₂Cl₂; hexane / -50 - 20 °C

2.1: 98 percent / pyridine / 1 h / 25 °C

3.1: 98 percent / Rh₂(OAc)4 / CH₂Cl₂ / 1 h / 25 °C

4.1: 77 percent / NH₂NH₂; AcOH / tetrahydrofuran / 2 h / 25 °C

5.1: 86 percent / MnO₂ / CH₂Cl₂ / 0.5 h / 25 °C

6.1: 90 percent / EtONa / ethanol / 0.5 h / 0 °C

With pyridine; manganese(IV) oxide; dirhodium tetraacetate; diethylzinc; sodium ethanolate; acetic acid; hydrazine; In tetrahydrofuran; ethanol; hexane; dichloromethane;
DOI:10.1016/S0040-4020(01)01074-2

Reference yield:

: 405116-06-5
3-{(4R,5S)-5-[(R)-1-Acetoxy-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-hydrazono-propionic acid ethyl ester

: 405116-08-7
3-{(4R,5R)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-diazo-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / MnO₂ / CH₂Cl₂ / 0.5 h / 25 °C

2: 90 percent / EtONa / ethanol / 0.5 h / 0 °C

With manganese(IV) oxide; sodium ethanolate; In ethanol; dichloromethane;
DOI:10.1016/S0040-4020(01)01074-2