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

Base Information

Chemical Name:2(R)-(tert-butyldimethylsilyloxymethyl)-3(S)-(tert-butyldiphenylsilyloxy)-4(R)-aminotetrahydrofuran
CAS No.:259137-59-2
Molecular Formula:C₃₇H₄₇NO₃Si₂
Molecular Weight:609.956
Hs Code.:

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

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

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

There total 6 articles about 2(R)-(tert-butyldimethylsilyloxymethyl)-3(S)-(tert-butyldiphenylsilyloxy)-4(R)-aminotetrahydrofuran 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: 93.0%

: 259137-71-8
2(R)-(tert-butyldimethylsilyloxymethyl)-3(S)-(tert-butyldiphenylsilyloxy)-4(R)-azidotetrahydrofuran

: 259137-59-2
2(R)-(tert-butyldimethylsilyloxymethyl)-3(S)-(tert-butyldiphenylsilyloxy)-4(R)-aminotetrahydrofuran

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

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 259137-59-2
2(R)-(tert-butyldimethylsilyloxymethyl)-3(S)-(tert-butyldiphenylsilyloxy)-4(R)-aminotetrahydrofuran

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / imidazole / dimethylformamide / 18 h / 70 °C

2: 93 percent / H₂ / Pd/C / ethyl acetate; ethanol / 6 h / 1292.87 Torr

With 1H-imidazole; hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; N,N-dimethyl-formamide; 1: Substitution / 2: 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

: 259137-59-2
2(R)-(tert-butyldimethylsilyloxymethyl)-3(S)-(tert-butyldiphenylsilyloxy)-4(R)-aminotetrahydrofuran

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / 0 °C

2: 1.04 g / SOCl₂; pyridine / 20 °C

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

4: 87 percent / imidazole / dimethylformamide / 18 h / 70 °C

5: 93 percent / H₂ / Pd/C / ethyl acetate; ethanol / 6 h / 1292.87 Torr

With pyridine; 1H-imidazole; thionyl chloride; sodium azide; hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; N,N-dimethyl-formamide; 1: Substitution / 2: Cyclization / 3: Ring cleavage / 4: Substitution / 5: Reduction;
DOI:10.1080/07328319908044614