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

Base Information

Chemical Name:2(R)-(tert-butyldimethylsilyloxymethyl)-3(S)-(tert-butyldiphenylsilyloxy)-4(R)-azidotetrahydrofuran
CAS No.:259137-71-8
Molecular Formula:C₃₇H₄₅N₃O₃Si₂
Molecular Weight:635.954
Hs Code.:

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

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

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

There total 5 articles about 2(R)-(tert-butyldimethylsilyloxymethyl)-3(S)-(tert-butyldiphenylsilyloxy)-4(R)-azidotetrahydrofuran 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: 87.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

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

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

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 70 ℃; for 18h;
DOI:10.1080/07328319908044614

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

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

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

With pyridine; 1H-imidazole; thionyl chloride; sodium azide; In N,N-dimethyl-formamide; 1: Substitution / 2: Cyclization / 3: Ring cleavage / 4: Substitution;
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

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

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

With pyridine; 1H-imidazole; thionyl chloride; sodium azide; In N,N-dimethyl-formamide; 1: Substitution / 2: Cyclization / 3: Ring cleavage / 4: Substitution;
DOI:10.1080/07328319908044614