(2R,3S)-1-tert-butyldiphenylsilyloxy-2-N-methylbenzyloxycarbonylamino-3,4-epoxy-butane

Base Information

Chemical Name:(2R,3S)-1-tert-butyldiphenylsilyloxy-2-N-methylbenzyloxycarbonylamino-3,4-epoxy-butane
CAS No.:189350-38-7
Molecular Formula:C₂₉H₃₅NO₄Si
Molecular Weight:489.687
Hs Code.:

Synonyms:(2R,3S)-1-tert-butyldiphenylsilyloxy-2-N-methylbenzyloxycarbonylamino-3,4-epoxy-butane

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Chemical Property of (2R,3S)-1-tert-butyldiphenylsilyloxy-2-N-methylbenzyloxycarbonylamino-3,4-epoxy-butane

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Technology Process of (2R,3S)-1-tert-butyldiphenylsilyloxy-2-N-methylbenzyloxycarbonylamino-3,4-epoxy-butane

There total 5 articles about (2R,3S)-1-tert-butyldiphenylsilyloxy-2-N-methylbenzyloxycarbonylamino-3,4-epoxy-butane 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: 75.0%

: 189350-36-5
(2R,3S)-1-tert-butyldiphenylsilyloxy-2-N-methylbenzyloxycarbonylaminobutan-3,4-diol

: 189350-38-7
(2R,3S)-1-tert-butyldiphenylsilyloxy-2-N-methylbenzyloxycarbonylamino-3,4-epoxy-butane

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In toluene; at 0 ℃; for 0.5h;
DOI:10.1080/07328309708006515

Reference yield:

: 189350-31-0
(2S,3R)-3-N-methylamino-1,2-O-methylethylidene-butan-1,2,4-triol

: 189350-38-7
(2R,3S)-1-tert-butyldiphenylsilyloxy-2-N-methylbenzyloxycarbonylamino-3,4-epoxy-butane

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / imidazole / dimethylformamide / 48 h / 20 °C

2: 90 percent / potassium carbonate / dimethylformamide / 1 h / 20 °C

3: 92 percent / acetic acid / H₂O / 48 h / 20 °C

4: 75 percent / triphenylphosphine; diisopropyl azodicarboxylate / toluene / 0.5 h / 0 °C

With 1H-imidazole; di-isopropyl azodicarboxylate; potassium carbonate; acetic acid; triphenylphosphine; In water; N,N-dimethyl-formamide; toluene; 1: silylation / 2: alkoxycarbonylation / 3: Hydrolysis / 4: Mitsunobu reaction;
DOI:10.1080/07328309708006515

Reference yield:

: 189350-30-9
ethyl (2S,3S)-2-N-methylamino-3,4-O-methylethylidene-3,4-dihydroxybutanoate

: 189350-38-7
(2R,3S)-1-tert-butyldiphenylsilyloxy-2-N-methylbenzyloxycarbonylamino-3,4-epoxy-butane

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / LiAlH₄ / tetrahydrofuran / 3 h / 0 - 65 °C

2: 86 percent / imidazole / dimethylformamide / 48 h / 20 °C

3: 90 percent / potassium carbonate / dimethylformamide / 1 h / 20 °C

4: 92 percent / acetic acid / H₂O / 48 h / 20 °C

5: 75 percent / triphenylphosphine; diisopropyl azodicarboxylate / toluene / 0.5 h / 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; di-isopropyl azodicarboxylate; potassium carbonate; acetic acid; triphenylphosphine; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene; 1: Reduction / 2: silylation / 3: alkoxycarbonylation / 4: Hydrolysis / 5: Mitsunobu reaction;
DOI:10.1080/07328309708006515