1,3,4-tri-O-benzyl-5-O[2-cyanoethyl-1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal

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Chemical Name:1,3,4-tri-O-benzyl-5-O[2-cyanoethyl-1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal
CAS No.:216770-22-8
Molecular Formula:C₃₇H₄₆NO₉PS₂
Molecular Weight:743.879
Hs Code.:

Synonyms:1,3,4-tri-O-benzyl-5-O[2-cyanoethyl-1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal

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Chemical Property of 1,3,4-tri-O-benzyl-5-O[2-cyanoethyl-1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal

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Technology Process of 1,3,4-tri-O-benzyl-5-O[2-cyanoethyl-1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal

There total 10 articles about 1,3,4-tri-O-benzyl-5-O[2-cyanoethyl-1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal 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:

: 5-[[(2S,3S)-2,3-Bis-benzyloxy-3-(2-benzyloxymethyl-[1,3]dithiolan-2-yl)-propoxy]-(2-cyano-ethoxy)-phosphanyloxy]-pentanoic acid methyl ester

: 216770-22-8
1,3,4-tri-O-benzyl-5-O[2-cyanoethyl-1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal

Guidance literature:: With iodine; In tetrahydrofuran; pyridine; water; at 20 ℃; for 1h;
DOI:10.1080/07328309808001895

Reference yield:

: 100-39-0
benzyl bromide

: 216770-22-8
1,3,4-tri-O-benzyl-5-O[2-cyanoethyl-1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal

Guidance literature:: Multi-step reaction with 6 steps

1: 54 percent / sodium hydride; tetrabutylammonium iodide / dimethylformamide / 4 h / 80 °C

2: 80 percent / HCl / H₂O; tetrahydrofuran / 5 h / 80 °C

3: 75 percent / BF₃*Et₂O / CH₂Cl₂ / 3 h

4: N,N-diisopropylethylamine / acetonitrile / 0.5 h / 20 °C

5: tetrazole / acetonitrile / 2 h / 20 °C

6: I₂ / tetrahydrofuran; pyridine; H₂O / 1 h / 20 °C

With 1H-tetrazole; hydrogenchloride; boron trifluoride diethyl etherate; iodine; tetra-(n-butyl)ammonium iodide; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 1: Alkylation / 2: Hydrolysis / 3: Addition / 4: Substitution / 5: Substitution / 6: Oxidation;
DOI:10.1080/07328309808001895

Reference yield:

: 53756-34-6
methyl α-L-erythro-pent-2-ulofuranoside

: 216770-22-8
1,3,4-tri-O-benzyl-5-O[2-cyanoethyl-1-(4-methoxycarbonylbutyl)]-phosphono-L-erythro-pent-2-ulose ethane-1,2-diyl dithioacetal

Guidance literature:: Multi-step reaction with 6 steps

1: 54 percent / sodium hydride; tetrabutylammonium iodide / dimethylformamide / 4 h / 80 °C

2: 80 percent / HCl / H₂O; tetrahydrofuran / 5 h / 80 °C

3: 75 percent / BF₃*Et₂O / CH₂Cl₂ / 3 h

4: N,N-diisopropylethylamine / acetonitrile / 0.5 h / 20 °C

5: tetrazole / acetonitrile / 2 h / 20 °C

6: I₂ / tetrahydrofuran; pyridine; H₂O / 1 h / 20 °C

With 1H-tetrazole; hydrogenchloride; boron trifluoride diethyl etherate; iodine; tetra-(n-butyl)ammonium iodide; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 1: Alkylation / 2: Hydrolysis / 3: Addition / 4: Substitution / 5: Substitution / 6: Oxidation;
DOI:10.1080/07328309808001895