(2S,3R)-2-{(S)-2-Amino-2-[(4S,5S)-5-(4-methoxy-phenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetylamino}-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

Base Information

Chemical Name:(2S,3R)-2-{(S)-2-Amino-2-[(4S,5S)-5-(4-methoxy-phenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetylamino}-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester
CAS No.:260354-51-6
Molecular Formula:C₃₅H₄₆N₂O₇Si
Molecular Weight:634.845
Hs Code.:

(2S,3R)-2-{(S)-2-Amino-2-[(4S,5S)-5-(4-methoxy-phenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetylamino}-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

Synonyms:(2S,3R)-2-{(S)-2-Amino-2-[(4S,5S)-5-(4-methoxy-phenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetylamino}-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

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Chemical Property of (2S,3R)-2-{(S)-2-Amino-2-[(4S,5S)-5-(4-methoxy-phenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetylamino}-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

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Technology Process of (2S,3R)-2-{(S)-2-Amino-2-[(4S,5S)-5-(4-methoxy-phenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetylamino}-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

There total 15 articles about (2S,3R)-2-{(S)-2-Amino-2-[(4S,5S)-5-(4-methoxy-phenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetylamino}-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl 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: 92.0%

: 260354-46-9
(2S,3R)-2-{(S)-2-Benzylamino-2-[(4S,5S)-5-(4-methoxy-phenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetylamino}-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

: 260354-51-6
(2S,3R)-2-{(S)-2-Amino-2-[(4S,5S)-5-(4-methoxy-phenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetylamino}-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 16h; under 760.051 Torr;
DOI:10.1021/jo990964c

Reference yield:

: 1025887-95-9
Benzyl-[1-[(4S,5S)-5-(4-methoxy-phenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-meth-(E)-ylidene]-amine

: 260354-51-6
(2S,3R)-2-{(S)-2-Amino-2-[(4S,5S)-5-(4-methoxy-phenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetylamino}-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N / CH₂Cl₂ / -78 - 20 °C

2: 91 percent / H₂ / Pd/C / methanol / 16 h / 20 °C / 760.05 Torr

3: 98 percent / TEMPO; KBr; NaOCl / CH₂Cl₂; H₂O; aq. phosphate buffer / 3 h / 0 °C / pH 7.0

4: 73 percent / CH₂Cl₂ / 24 h / 20 °C

5: 92 percent / H₂ / Pd/C / methanol / 16 h / 20 °C / 760.05 Torr

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; hydrogen; triethylamine; potassium bromide; palladium on activated charcoal; In methanol; phosphate buffer; dichloromethane; water; 1: Cycloaddition / 2: Hydrogenation / 3: cycloexpansion / 4: Acylation / 5: Hydrogenolysis;
DOI:10.1021/jo990964c

Reference yield:

: 122517-81-1
(2R,3S)-methyl 2,3-dihydroxy-3-(4-methoxyphenyl)propanoate

: 260354-51-6
(2S,3R)-2-{(S)-2-Amino-2-[(4S,5S)-5-(4-methoxy-phenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetylamino}-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 85 percent / p-TsOH*H₂O / benzene / 1 h / Heating

2: DIBAL / toluene / 2 h / -78 °C

3: CH₂Cl₂ / 1 h / 0 °C

4: Et₃N / CH₂Cl₂ / -78 - 20 °C

5: 91 percent / H₂ / Pd/C / methanol / 16 h / 20 °C / 760.05 Torr

6: 98 percent / TEMPO; KBr; NaOCl / CH₂Cl₂; H₂O; aq. phosphate buffer / 3 h / 0 °C / pH 7.0

7: 73 percent / CH₂Cl₂ / 24 h / 20 °C

8: 92 percent / H₂ / Pd/C / methanol / 16 h / 20 °C / 760.05 Torr

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; hydrogen; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; potassium bromide; palladium on activated charcoal; In methanol; phosphate buffer; dichloromethane; water; toluene; benzene; 1: Cycloaddition / 2: Reduction / 3: Condensation / 4: Cycloaddition / 5: Hydrogenation / 6: cycloexpansion / 7: Acylation / 8: Hydrogenolysis;
DOI:10.1021/jo990964c