(2S,3S)-methyl 3-amino-3-(4-((tert-butyldimethylsilyloxy)methyl)phenyl)-2-methoxypropanoate

Base Information

Chemical Name:(2S,3S)-methyl 3-amino-3-(4-((tert-butyldimethylsilyloxy)methyl)phenyl)-2-methoxypropanoate
CAS No.:1353660-58-8
Molecular Formula:C₁₈H₃₁NO₄Si
Molecular Weight:353.534
Hs Code.:

Synonyms:(2S,3S)-methyl 3-amino-3-(4-((tert-butyldimethylsilyloxy)methyl)phenyl)-2-methoxypropanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3S)-methyl 3-amino-3-(4-((tert-butyldimethylsilyloxy)methyl)phenyl)-2-methoxypropanoate

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Technology Process of (2S,3S)-methyl 3-amino-3-(4-((tert-butyldimethylsilyloxy)methyl)phenyl)-2-methoxypropanoate

There total 5 articles about (2S,3S)-methyl 3-amino-3-(4-((tert-butyldimethylsilyloxy)methyl)phenyl)-2-methoxypropanoate 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: 99.0%

: 1353660-49-7
(2S,3S)-methyl 3-azido-3-(4-((tert-butyldimethylsilyloxy)methyl)phenyl)-2-methoxypropanoate

: 1353660-58-8
(2S,3S)-methyl 3-amino-3-(4-((tert-butyldimethylsilyloxy)methyl)phenyl)-2-methoxypropanoate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 2h;
DOI:10.1002/chem.201101978

Reference yield:

: 1353660-31-7
(E)-methyl 4-[tert-butyldimethylsilyloxymethyl]cinnamate

: 1353660-58-8
(2S,3S)-methyl 3-amino-3-(4-((tert-butyldimethylsilyloxy)methyl)phenyl)-2-methoxypropanoate

Guidance literature:: Multi-step reaction with 4 steps

1: hydroquinidine 1 4-phthalazinediyl diether; potassium dioxotetrahydroxoosmate(VI); methanesulfonamide; water; potassium carbonate; potassium hydrogencarbonate; potassium hexacyanoferrate(III) / tert-butyl alcohol / 0 - 20 °C / Inert atmosphere

2: hydrogen azide; triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 23 h / -25 - 20 °C / Inert atmosphere

3: proton sponge / 1,2-dichloro-ethane / 40 °C / Inert atmosphere

4: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C

With hydroquinidine 1 4-phthalazinediyl diether; hydrogen azide; potassium dioxotetrahydroxoosmate(VI); methanesulfonamide; palladium 10% on activated carbon; water; hydrogen; potassium carbonate; potassium hydrogencarbonate; triphenylphosphine; potassium hexacyanoferrate(III); diethylazodicarboxylate; In tetrahydrofuran; methanol; 1,2-dichloro-ethane; toluene; tert-butyl alcohol; 1: Sharpless dihydroxylation / 2: Mitsunobu reaction;
DOI:10.1002/chem.201101978

Reference yield:

: 1353660-32-8
(2S,3R)-methyl 3-(4-((tert-butyldimethylsilyloxy)methyl)phenyl)-2,3-dihydroxypropanoate

: 1353660-58-8
(2S,3S)-methyl 3-amino-3-(4-((tert-butyldimethylsilyloxy)methyl)phenyl)-2-methoxypropanoate

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogen azide; triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 23 h / -25 - 20 °C / Inert atmosphere

2: proton sponge / 1,2-dichloro-ethane / 40 °C / Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C

With hydrogen azide; palladium 10% on activated carbon; hydrogen; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; 1,2-dichloro-ethane; toluene; 1: Mitsunobu reaction;
DOI:10.1002/chem.201101978