2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-4-O-p-nitrobenzoyl-L-lyxitol

Base Information

Chemical Name:2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-4-O-p-nitrobenzoyl-L-lyxitol
CAS No.:291758-08-2
Molecular Formula:C₃₉H₄₇NO₈Si
Molecular Weight:685.89
Hs Code.:

Synonyms:2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-4-O-p-nitrobenzoyl-L-lyxitol

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Chemical Property of 2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-4-O-p-nitrobenzoyl-L-lyxitol

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Technology Process of 2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-4-O-p-nitrobenzoyl-L-lyxitol

There total 4 articles about 2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-4-O-p-nitrobenzoyl-L-lyxitol 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: 90.0%

: 112929-28-9
2,3,5-tri-O-benzyl-1-O-tertiobutyldimethylsilyl-D-ribitol

: 62-23-7
4-nitro-benzoic acid

: 291758-08-2
2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-4-O-p-nitrobenzoyl-L-lyxitol

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran;
DOI:10.1016/j.tetlet.2003.08.105

Reference yield:

: 16838-89-4
2,3,5-tri-O-benzyl-D-ribofuranose

: 291758-08-2
2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-4-O-p-nitrobenzoyl-L-lyxitol

Guidance literature:: Multi-step reaction with 3 steps

1: NaBH₄ / methanol / 3 h / 20 °C

2: 97 percent / imidazole / dimethylformamide / 0.5 h / 0 °C

3: 83 percent / Ph₃P; diisopropylazodicarboxylate / tetrahydrofuran / 12 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1: Reduction / 2: Silylation / 3: Mitsunobu reaction;
DOI:10.1021/ja000541o

Reference yield:

: 64363-77-5
methyl 2,3,5-tri-O-benzyl-D-ribofuranoside

: 291758-08-2
2,3,5-tri-O-benzyl-1-O-tert-butyldimethylsilyl-4-O-p-nitrobenzoyl-L-lyxitol

Guidance literature:: Multi-step reaction with 4 steps

1: aq. HCl / dioxane / Heating

2: NaBH₄ / methanol / 3 h / 20 °C

3: 97 percent / imidazole / dimethylformamide / 0.5 h / 0 °C

4: 83 percent / Ph₃P; diisopropylazodicarboxylate / tetrahydrofuran / 12 h / 20 °C

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide; 1: Hydrolysis / 2: Reduction / 3: Silylation / 4: Mitsunobu reaction;
DOI:10.1021/ja000541o