methyl 3-benzyloxy-4-[(2S,3R,4S)-5-(tert-butyldimethylsilyloxy)-3-hydroxy-4-(toluene-4-sulfonyl)oxy-2-triisopropylsilyloxypentyl]-5-nitrobenzoate

Base Information

Chemical Name:methyl 3-benzyloxy-4-[(2S,3R,4S)-5-(tert-butyldimethylsilyloxy)-3-hydroxy-4-(toluene-4-sulfonyl)oxy-2-triisopropylsilyloxypentyl]-5-nitrobenzoate
CAS No.:503867-75-2
Molecular Formula:C₄₂H₆₃NO₁₁SSi₂
Molecular Weight:846.199
Hs Code.:

methyl 3-benzyloxy-4-[(2S,3R,4S)-5-(tert-butyldimethylsilyloxy)-3-hydroxy-4-(toluene-4-sulfonyl)oxy-2-triisopropylsilyloxypentyl]-5-nitrobenzoate

Synonyms:methyl 3-benzyloxy-4-[(2S,3R,4S)-5-(tert-butyldimethylsilyloxy)-3-hydroxy-4-(toluene-4-sulfonyl)oxy-2-triisopropylsilyloxypentyl]-5-nitrobenzoate

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Chemical Property of methyl 3-benzyloxy-4-[(2S,3R,4S)-5-(tert-butyldimethylsilyloxy)-3-hydroxy-4-(toluene-4-sulfonyl)oxy-2-triisopropylsilyloxypentyl]-5-nitrobenzoate

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Technology Process of methyl 3-benzyloxy-4-[(2S,3R,4S)-5-(tert-butyldimethylsilyloxy)-3-hydroxy-4-(toluene-4-sulfonyl)oxy-2-triisopropylsilyloxypentyl]-5-nitrobenzoate

There total 10 articles about methyl 3-benzyloxy-4-[(2S,3R,4S)-5-(tert-butyldimethylsilyloxy)-3-hydroxy-4-(toluene-4-sulfonyl)oxy-2-triisopropylsilyloxypentyl]-5-nitrobenzoate 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:

: 98-59-9
p-toluenesulfonyl chloride

: 503867-74-1
methyl 3-benzyloxy-4-[(2S,3R,4S)-5-(tert-butyldimethylsilyloxy)-3,4-dihydroxy-2-triisopropylsilyloxypentyl]-5-nitrobenzoate

: 503867-75-2
methyl 3-benzyloxy-4-[(2S,3R,4S)-5-(tert-butyldimethylsilyloxy)-3-hydroxy-4-(toluene-4-sulfonyl)oxy-2-triisopropylsilyloxypentyl]-5-nitrobenzoate

Guidance literature:: With 1,4-diaza-bicyclo[2.2.2]octane; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1002/anie.200290016 DOI:10.1021/jo049862z

Reference yield:

: 503311-52-2
methyl 3-benzyloxy-4-{(2S)-2-[(4S,5S)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-hydroxyethyl}-5-nitrobenzoate

: 503867-75-2
methyl 3-benzyloxy-4-[(2S,3R,4S)-5-(tert-butyldimethylsilyloxy)-3-hydroxy-4-(toluene-4-sulfonyl)oxy-2-triisopropylsilyloxypentyl]-5-nitrobenzoate

Guidance literature:: Multi-step reaction with 4 steps

1: 2,6-lutidine / CH₂Cl₂ / 7 h / 20 °C

2: 3.37 g / aq. AcOH / 4 h / 100 °C

3: Et₃N; DMAP / CH₂Cl₂ / 13 h / 20 °C

4: DABCO / CH₂Cl₂ / 1.5 h / 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; 2,6-dimethylpyridine; dmap; acetic acid; triethylamine; In dichloromethane;
DOI:10.1021/jo049862z

Reference yield:

: 503867-73-0
methyl 3-benzyloxy-4-[(2S)-2-[(4R,5S)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-triisopropylsilyloxyethyl]-5-nitrobenzoate

: 503867-75-2
methyl 3-benzyloxy-4-[(2S,3R,4S)-5-(tert-butyldimethylsilyloxy)-3-hydroxy-4-(toluene-4-sulfonyl)oxy-2-triisopropylsilyloxypentyl]-5-nitrobenzoate

Guidance literature:: Multi-step reaction with 3 steps

1: 3.37 g / aq. AcOH / 4 h / 100 °C

2: Et₃N; DMAP / CH₂Cl₂ / 13 h / 20 °C

3: DABCO / CH₂Cl₂ / 1.5 h / 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; dmap; acetic acid; triethylamine; In dichloromethane;
DOI:10.1021/jo049862z