Benzoic acid 1-[({(2S,3S)-2-azido-3-[(3aR,5R,6R,6aR)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-3-hydroxy-propionyl}-methyl-amino)-ethoxycarbonyl-methyl]-allyl ester

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Chemical Name:Benzoic acid 1-[({(2S,3S)-2-azido-3-[(3aR,5R,6R,6aR)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-3-hydroxy-propionyl}-methyl-amino)-ethoxycarbonyl-methyl]-allyl ester
CAS No.:403737-25-7
Molecular Formula:C₃₁H₄₆N₄O₁₀Si
Molecular Weight:662.813
Hs Code.:

Benzoic acid 1-[({(2S,3S)-2-azido-3-[(3aR,5R,6R,6aR)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-3-hydroxy-propionyl}-methyl-amino)-ethoxycarbonyl-methyl]-allyl ester

Synonyms:Benzoic acid 1-[({(2S,3S)-2-azido-3-[(3aR,5R,6R,6aR)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-3-hydroxy-propionyl}-methyl-amino)-ethoxycarbonyl-methyl]-allyl ester

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Chemical Property of Benzoic acid 1-[({(2S,3S)-2-azido-3-[(3aR,5R,6R,6aR)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-3-hydroxy-propionyl}-methyl-amino)-ethoxycarbonyl-methyl]-allyl ester

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Technology Process of Benzoic acid 1-[({(2S,3S)-2-azido-3-[(3aR,5R,6R,6aR)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-3-hydroxy-propionyl}-methyl-amino)-ethoxycarbonyl-methyl]-allyl ester

There total 10 articles about Benzoic acid 1-[({(2S,3S)-2-azido-3-[(3aR,5R,6R,6aR)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-3-hydroxy-propionyl}-methyl-amino)-ethoxycarbonyl-methyl]-allyl 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: 48.0%

: 362054-97-5
Benzoic acid 1-(ethoxycarbonyl-methylamino-methyl)-allyl ester

: 403737-24-6
(2S,3S)-2-Azido-3-[(3aR,5R,6R,6aR)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-3-hydroxy-propionic acid

: 403737-25-7
Benzoic acid 1-[({(2S,3S)-2-azido-3-[(3aR,5R,6R,6aR)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-3-hydroxy-propionyl}-methyl-amino)-ethoxycarbonyl-methyl]-allyl ester

Guidance literature:: With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In dichloromethane;
DOI:10.1021/ol0102904

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 403737-25-7
Benzoic acid 1-[({(2S,3S)-2-azido-3-[(3aR,5R,6R,6aR)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-3-hydroxy-propionyl}-methyl-amino)-ethoxycarbonyl-methyl]-allyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 95 percent / imidazole / dimethylformamide / 18 h

2: aq. HOAc / 24 h / 20 °C

3: 22.7 percent / NaIO₄ / tetrahydrofuran; H₂O / 5 h / 20 °C

4: 60 percent / 18-crown-6; potassium bis-(trimethylsilyl)amide / CH₂Cl₂ / 0.67 h / -78 °C

5: 55 percent / diisobutylaluminium hydride / CH₂Cl₂; hexane / 3 h / -78 - 20 °C

6: 67 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 15 h / 20 °C

7: 92 percent / ruthenium trichloride trihydrate; sodium periodate / acetonitrile; CCl₄; H₂O / 2 h

8: NaN₃; ammonium chloride / methanol / 72 h / Heating

9: 48 percent / 2-ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline / CH₂Cl₂

With 1H-imidazole; ruthenium trichloride; sodium periodate; sodium azide; 18-crown-6 ether; ammonium chloride; potassium hexamethylsilazane; diisobutylaluminium hydride; acetic acid; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; tetrachloromethane; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol0102904

Reference yield:

: 403737-31-5
3-O-[(tert-butyl)dimethylsilyl]-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

: 403737-25-7
Benzoic acid 1-[({(2S,3S)-2-azido-3-[(3aR,5R,6R,6aR)-6-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-3-hydroxy-propionyl}-methyl-amino)-ethoxycarbonyl-methyl]-allyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: aq. HOAc / 24 h / 20 °C

2: 22.7 percent / NaIO₄ / tetrahydrofuran; H₂O / 5 h / 20 °C

3: 60 percent / 18-crown-6; potassium bis-(trimethylsilyl)amide / CH₂Cl₂ / 0.67 h / -78 °C

4: 55 percent / diisobutylaluminium hydride / CH₂Cl₂; hexane / 3 h / -78 - 20 °C

5: 67 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 15 h / 20 °C

6: 92 percent / ruthenium trichloride trihydrate; sodium periodate / acetonitrile; CCl₄; H₂O / 2 h

7: NaN₃; ammonium chloride / methanol / 72 h / Heating

8: 48 percent / 2-ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline / CH₂Cl₂

With ruthenium trichloride; sodium periodate; sodium azide; 18-crown-6 ether; ammonium chloride; potassium hexamethylsilazane; diisobutylaluminium hydride; acetic acid; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; tetrachloromethane; hexane; dichloromethane; water; acetonitrile;
DOI:10.1021/ol0102904