(2R,3S)-1-tert-butyldiphenylsilyloxy-2-N-methylbenzylamino-3,4-O-methylethylidene-butan-3,4-diol

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Chemical Name:(2R,3S)-1-tert-butyldiphenylsilyloxy-2-N-methylbenzylamino-3,4-O-methylethylidene-butan-3,4-diol
CAS No.:189350-33-2
Molecular Formula:C₃₁H₄₁NO₃Si
Molecular Weight:503.757
Hs Code.:

Synonyms:(2R,3S)-1-tert-butyldiphenylsilyloxy-2-N-methylbenzylamino-3,4-O-methylethylidene-butan-3,4-diol

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Chemical Property of (2R,3S)-1-tert-butyldiphenylsilyloxy-2-N-methylbenzylamino-3,4-O-methylethylidene-butan-3,4-diol

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Technology Process of (2R,3S)-1-tert-butyldiphenylsilyloxy-2-N-methylbenzylamino-3,4-O-methylethylidene-butan-3,4-diol

There total 5 articles about (2R,3S)-1-tert-butyldiphenylsilyloxy-2-N-methylbenzylamino-3,4-O-methylethylidene-butan-3,4-diol 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: 88.0%

: 100-39-0
benzyl bromide

: 189350-32-1
(2R,3S)-1-tert-butyldiphenylsilyloxy-2-N-methylamino-3,4-O-methylethylidene-butan-3,4-diol

: 189350-33-2
(2R,3S)-1-tert-butyldiphenylsilyloxy-2-N-methylbenzylamino-3,4-O-methylethylidene-butan-3,4-diol

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 12h;
DOI:10.1080/07328309708006515

Reference yield:

: 114184-94-0
ethyl (R)-2-[(4'R)-2',2'-dimethyl-1,3-dioxolan-4'-yl]-2-hydroxyacetate

: 189350-33-2
(2R,3S)-1-tert-butyldiphenylsilyloxy-2-N-methylbenzylamino-3,4-O-methylethylidene-butan-3,4-diol

Guidance literature:: Multi-step reaction with 5 steps

1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

2: CH₂Cl₂ / 12 h / 20 °C

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

4: 86 percent / imidazole / dimethylformamide / 48 h / 20 °C

5: 88 percent / potassium carbonate / dimethylformamide / 12 h / 0 - 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; lithium aluminium tetrahydride; potassium carbonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Esterification / 2: Substitution / 3: Reduction / 4: silylation / 5: Alkylation;
DOI:10.1080/07328309708006515

Reference yield:

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

: 189350-33-2
(2R,3S)-1-tert-butyldiphenylsilyloxy-2-N-methylbenzylamino-3,4-O-methylethylidene-butan-3,4-diol

Guidance literature:: Multi-step reaction with 2 steps

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

2: 88 percent / potassium carbonate / dimethylformamide / 12 h / 0 - 20 °C

With 1H-imidazole; potassium carbonate; In N,N-dimethyl-formamide; 1: silylation / 2: Alkylation;
DOI:10.1080/07328309708006515