Acetic acid (R)-3-benzyloxy-3-((4S,5S)-1,3-dibenzyl-5-cyano-2-oxo-imidazolidin-4-yl)-2-oxo-propyl ester

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Chemical Name:Acetic acid (R)-3-benzyloxy-3-((4S,5S)-1,3-dibenzyl-5-cyano-2-oxo-imidazolidin-4-yl)-2-oxo-propyl ester
CAS No.:780767-58-0
Molecular Formula:C₃₀H₂₉N₃O₅
Molecular Weight:511.577
Hs Code.:

Synonyms:Acetic acid (R)-3-benzyloxy-3-((4S,5S)-1,3-dibenzyl-5-cyano-2-oxo-imidazolidin-4-yl)-2-oxo-propyl ester

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Chemical Property of Acetic acid (R)-3-benzyloxy-3-((4S,5S)-1,3-dibenzyl-5-cyano-2-oxo-imidazolidin-4-yl)-2-oxo-propyl ester

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Technology Process of Acetic acid (R)-3-benzyloxy-3-((4S,5S)-1,3-dibenzyl-5-cyano-2-oxo-imidazolidin-4-yl)-2-oxo-propyl ester

There total 9 articles about Acetic acid (R)-3-benzyloxy-3-((4S,5S)-1,3-dibenzyl-5-cyano-2-oxo-imidazolidin-4-yl)-2-oxo-propyl 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: 62.0%

: 7677-24-9
trimethylsilyl cyanide

: 780767-57-9
Acetic acid (3aS,6R,6aR)-1,3-dibenzyl-6-benzyloxy-2-oxo-hexahydro-furo[2,3-d]imidazol-(5Z)-ylidenemethyl ester

: 780767-58-0
Acetic acid (R)-3-benzyloxy-3-((4S,5S)-1,3-dibenzyl-5-cyano-2-oxo-imidazolidin-4-yl)-2-oxo-propyl ester

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -78 - 20 ℃; for 0.25h;
DOI:10.1016/j.tetlet.2004.08.019

Reference yield:

: 14131-63-6
D-glucosamine hydrochloride

: 780767-58-0
Acetic acid (R)-3-benzyloxy-3-((4S,5S)-1,3-dibenzyl-5-cyano-2-oxo-imidazolidin-4-yl)-2-oxo-propyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: aq. NaHCO₃ / dioxane / 20 °C

2: pyridine / H₂O / 55 °C

3: p-TSA / 20 °C

4: NaH / dimethylformamide / 6 h / 0 - 20 °C

5: 98 percent / p-TSA / tetrahydrofuran; H₂O / 6 h / Heating

6: NaIO₄ / acetone; H₂O / 0.5 h / 20 °C

7: Et₃N; DMAP / 1,2-dichloro-ethane / 4 h / Heating

8: 62 percent / BF₃*Et₂O / CH₂Cl₂ / 0.25 h / -78 - 20 °C

With pyridine; dmap; sodium periodate; boron trifluoride diethyl etherate; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.tetlet.2004.08.019

Reference yield:

: 100-39-0
benzyl bromide

: 780767-58-0
Acetic acid (R)-3-benzyloxy-3-((4S,5S)-1,3-dibenzyl-5-cyano-2-oxo-imidazolidin-4-yl)-2-oxo-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: NaH / dimethylformamide / 6 h / 0 - 20 °C

2: 98 percent / p-TSA / tetrahydrofuran; H₂O / 6 h / Heating

3: NaIO₄ / acetone; H₂O / 0.5 h / 20 °C

4: Et₃N; DMAP / 1,2-dichloro-ethane / 4 h / Heating

5: 62 percent / BF₃*Et₂O / CH₂Cl₂ / 0.25 h / -78 - 20 °C

With dmap; sodium periodate; boron trifluoride diethyl etherate; sodium hydride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.tetlet.2004.08.019