4-Nitro-benzoic acid (1S,4R)-5-benzyloxy-1-{(2S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-pentyl]-tetrahydro-furan-2-ylmethyl}-5-(R)-oxiranyl-4-triethylsilanyloxy-pentyl ester

Base Information

Chemical Name:4-Nitro-benzoic acid (1S,4R)-5-benzyloxy-1-{(2S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-pentyl]-tetrahydro-furan-2-ylmethyl}-5-(R)-oxiranyl-4-triethylsilanyloxy-pentyl ester
CAS No.:909699-55-4
Molecular Formula:C₄₃H₆₉NO₉Si₂
Molecular Weight:800.193
Hs Code.:

4-Nitro-benzoic acid (1S,4R)-5-benzyloxy-1-{(2S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-pentyl]-tetrahydro-furan-2-ylmethyl}-5-(R)-oxiranyl-4-triethylsilanyloxy-pentyl ester

Synonyms:4-Nitro-benzoic acid (1S,4R)-5-benzyloxy-1-{(2S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-pentyl]-tetrahydro-furan-2-ylmethyl}-5-(R)-oxiranyl-4-triethylsilanyloxy-pentyl ester

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Chemical Property of 4-Nitro-benzoic acid (1S,4R)-5-benzyloxy-1-{(2S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-pentyl]-tetrahydro-furan-2-ylmethyl}-5-(R)-oxiranyl-4-triethylsilanyloxy-pentyl ester

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Technology Process of 4-Nitro-benzoic acid (1S,4R)-5-benzyloxy-1-{(2S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-pentyl]-tetrahydro-furan-2-ylmethyl}-5-(R)-oxiranyl-4-triethylsilanyloxy-pentyl ester

There total 17 articles about 4-Nitro-benzoic acid (1S,4R)-5-benzyloxy-1-{(2S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-pentyl]-tetrahydro-furan-2-ylmethyl}-5-(R)-oxiranyl-4-triethylsilanyloxy-pentyl ester 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: 83.0%

: 909534-04-9
(2S,5R)-6-Benzyloxy-1-{(2S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-pentyl]-tetrahydro-furan-2-yl}-6-(R)-oxiranyl-5-triethylsilanyloxy-hexan-2-ol

: 122-04-3
4-nitro-benzoyl chloride

: 909699-55-4
4-Nitro-benzoic acid (1S,4R)-5-benzyloxy-1-{(2S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-pentyl]-tetrahydro-furan-2-ylmethyl}-5-(R)-oxiranyl-4-triethylsilanyloxy-pentyl ester

Guidance literature:: With triethylamine;
DOI:10.1016/j.tetlet.2006.06.060

Reference yield:

: 909534-00-5
Acetic acid (1S,3S)-3-acetoxy-4-bromo-1-bromomethyl-2-hydroxy-butyl ester

: 909699-55-4
4-Nitro-benzoic acid (1S,4R)-5-benzyloxy-1-{(2S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-pentyl]-tetrahydro-furan-2-ylmethyl}-5-(R)-oxiranyl-4-triethylsilanyloxy-pentyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 50 percent / NaH / dimethylformamide

2: 70 percent / BF₃*THF; nBuLi

3: PdCl₂(CH₃CN)2 / CH₂Cl₂; H₂O / 20 °C

4: imidazole / CH₂Cl₂

5: NaBH₄

6: 83 percent / Et₃N

With 1H-imidazole; sodium tetrahydroborate; n-butyllithium; boron trifluoride-tetrahydrofuran complex; sodium hydride; triethylamine; dichloro bis(acetonitrile) palladium(II); In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2006.06.060

Reference yield:

: 909533-98-8
Bis-((R)-2-ethoxy-2-methyl-[1,3]dioxolan-4-yl)-methanol

: 909699-55-4
4-Nitro-benzoic acid (1S,4R)-5-benzyloxy-1-{(2S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-pentyl]-tetrahydro-furan-2-ylmethyl}-5-(R)-oxiranyl-4-triethylsilanyloxy-pentyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: CH₂Cl₂

2: 50 percent / NaH / dimethylformamide

3: 70 percent / BF₃*THF; nBuLi

4: PdCl₂(CH₃CN)2 / CH₂Cl₂; H₂O / 20 °C

5: imidazole / CH₂Cl₂

6: NaBH₄

7: 83 percent / Et₃N

With 1H-imidazole; sodium tetrahydroborate; n-butyllithium; boron trifluoride-tetrahydrofuran complex; sodium hydride; triethylamine; dichloro bis(acetonitrile) palladium(II); In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2006.06.060