2(R)-(tert-butyldimethylsilyloxymethyl)-4(R)-aminotetrahydrofuran-3(S)-ol

Base Information

Chemical Name:2(R)-(tert-butyldimethylsilyloxymethyl)-4(R)-aminotetrahydrofuran-3(S)-ol
CAS No.:259137-55-8
Molecular Formula:C₂₁H₂₉NO₃Si
Molecular Weight:371.552
Hs Code.:

Synonyms:2(R)-(tert-butyldimethylsilyloxymethyl)-4(R)-aminotetrahydrofuran-3(S)-ol

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Chemical Property of 2(R)-(tert-butyldimethylsilyloxymethyl)-4(R)-aminotetrahydrofuran-3(S)-ol

Chemical Property:

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Technology Process of 2(R)-(tert-butyldimethylsilyloxymethyl)-4(R)-aminotetrahydrofuran-3(S)-ol

There total 5 articles about 2(R)-(tert-butyldimethylsilyloxymethyl)-4(R)-aminotetrahydrofuran-3(S)-ol 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: 91.0%

: 259137-54-7
2(R)-(tert-butyldimethylsilyloxymethyl)-4(R)-azidotetrahydrofuran-3(S)-ol

: 259137-55-8
2(R)-(tert-butyldimethylsilyloxymethyl)-4(R)-aminotetrahydrofuran-3(S)-ol

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; for 6h; under 1292.87 Torr;
DOI:10.1080/07328319908044614

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 259137-55-8
2(R)-(tert-butyldimethylsilyloxymethyl)-4(R)-aminotetrahydrofuran-3(S)-ol

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 0 °C

2: 1.04 g / SOCl₂; pyridine / 20 °C

3: 78 percent / NaN₃ / dimethylformamide / 3 h / 80 °C

4: 91 percent / H₂ / Pd/C / ethanol / 6 h / 1292.87 Torr

With pyridine; thionyl chloride; sodium azide; hydrogen; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide; 1: Substitution / 2: Cyclization / 3: Ring cleavage / 4: Reduction;
DOI:10.1080/07328319908044614

Reference yield:

: 491-19-0,3169-91-3,3169-92-4,3999-31-3,39798-06-6,39999-42-3,41935-96-0,41936-38-3,51607-76-2,51607-78-4,53448-53-6,58716-62-4,106248-68-4,106707-70-4,120442-63-9
1,4-anhydro-D-ribitol

: 259137-55-8
2(R)-(tert-butyldimethylsilyloxymethyl)-4(R)-aminotetrahydrofuran-3(S)-ol

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 0 °C

2: 1.04 g / SOCl₂; pyridine / 20 °C

3: 78 percent / NaN₃ / dimethylformamide / 3 h / 80 °C

4: 91 percent / H₂ / Pd/C / ethanol / 6 h / 1292.87 Torr

With pyridine; thionyl chloride; sodium azide; hydrogen; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide; 1: Substitution / 2: Cyclization / 3: Ring cleavage / 4: Reduction;
DOI:10.1080/07328319908044614