ethyl (3R,4R)-3-nitromethyl-4-benzyloxy-5-tert-butyldimethylsilanoxypentanoate

Base Information

Chemical Name:ethyl (3R,4R)-3-nitromethyl-4-benzyloxy-5-tert-butyldimethylsilanoxypentanoate
CAS No.:467425-73-6
Molecular Formula:C₂₁H₃₅NO₆Si
Molecular Weight:425.598
Hs Code.:

Synonyms:ethyl (3R,4R)-3-nitromethyl-4-benzyloxy-5-tert-butyldimethylsilanoxypentanoate

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Chemical Property of ethyl (3R,4R)-3-nitromethyl-4-benzyloxy-5-tert-butyldimethylsilanoxypentanoate

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Technology Process of ethyl (3R,4R)-3-nitromethyl-4-benzyloxy-5-tert-butyldimethylsilanoxypentanoate

There total 4 articles about ethyl (3R,4R)-3-nitromethyl-4-benzyloxy-5-tert-butyldimethylsilanoxypentanoate 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: 64.0%

: 75-52-5
nitromethane

: 467425-70-3
ethyl (4R)-benzyloxy-5-tert-butyldimethylsilanoxy-cis-2-pentenoate

: ethyl (3S,4R)-3-nitromethyl-4-benzyloxy-5-tert-butyldimethylsilanoxypentanoate

: 467425-73-6
ethyl (3R,4R)-3-nitromethyl-4-benzyloxy-5-tert-butyldimethylsilanoxypentanoate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 8h;
DOI:10.1016/S0957-4166(02)00230-6

Reference yield:

: 129492-58-6
(-)-2-O-benzyl-L-glyceraldehyde

: 467425-73-6
ethyl (3R,4R)-3-nitromethyl-4-benzyloxy-5-tert-butyldimethylsilanoxypentanoate

Guidance literature:: Multi-step reaction with 3 steps

1: methanol / 1 h / 0 °C

2: 82 percent / imidazole / CH₂Cl₂ / 10 h / 20 °C

3: 64 percent / DBU / acetonitrile / 8 h / 20 °C

With 1H-imidazole; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; acetonitrile;
DOI:10.1016/S0957-4166(02)00230-6

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 467425-73-6
ethyl (3R,4R)-3-nitromethyl-4-benzyloxy-5-tert-butyldimethylsilanoxypentanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / imidazole / CH₂Cl₂ / 10 h / 20 °C

2: 64 percent / DBU / acetonitrile / 8 h / 20 °C

With 1H-imidazole; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetonitrile;
DOI:10.1016/S0957-4166(02)00230-6