4-Oxo-pentanoic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-(tert-butyl-diphenyl-silanyloxy)-2-(9H-fluoren-9-ylmethoxycarbonyloxymethyl)-6-phenylsulfanyl-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:4-Oxo-pentanoic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-(tert-butyl-diphenyl-silanyloxy)-2-(9H-fluoren-9-ylmethoxycarbonyloxymethyl)-6-phenylsulfanyl-tetrahydro-pyran-3-yl ester
CAS No.:634597-92-5
Molecular Formula:C₅₀H₅₂O₁₀SSi
Molecular Weight:873.108
Hs Code.:

4-Oxo-pentanoic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-(tert-butyl-diphenyl-silanyloxy)-2-(9H-fluoren-9-ylmethoxycarbonyloxymethyl)-6-phenylsulfanyl-tetrahydro-pyran-3-yl ester

Synonyms:4-Oxo-pentanoic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-(tert-butyl-diphenyl-silanyloxy)-2-(9H-fluoren-9-ylmethoxycarbonyloxymethyl)-6-phenylsulfanyl-tetrahydro-pyran-3-yl ester

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Chemical Property of 4-Oxo-pentanoic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-(tert-butyl-diphenyl-silanyloxy)-2-(9H-fluoren-9-ylmethoxycarbonyloxymethyl)-6-phenylsulfanyl-tetrahydro-pyran-3-yl ester

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Technology Process of 4-Oxo-pentanoic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-(tert-butyl-diphenyl-silanyloxy)-2-(9H-fluoren-9-ylmethoxycarbonyloxymethyl)-6-phenylsulfanyl-tetrahydro-pyran-3-yl ester

There total 6 articles about 4-Oxo-pentanoic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-(tert-butyl-diphenyl-silanyloxy)-2-(9H-fluoren-9-ylmethoxycarbonyloxymethyl)-6-phenylsulfanyl-tetrahydro-pyran-3-yl 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: 85.0%

: 123-76-2
levulinic acid

: 634597-91-4
Acetic acid (2R,3S,4S,5R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-(9H-fluoren-9-ylmethoxycarbonyloxymethyl)-5-hydroxy-2-phenylsulfanyl-tetrahydro-pyran-3-yl ester

: 634597-92-5
4-Oxo-pentanoic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-(tert-butyl-diphenyl-silanyloxy)-2-(9H-fluoren-9-ylmethoxycarbonyloxymethyl)-6-phenylsulfanyl-tetrahydro-pyran-3-yl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; for 1.5h;
DOI:10.1002/anie.200351950

Reference yield:

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 634597-92-5
4-Oxo-pentanoic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-(tert-butyl-diphenyl-silanyloxy)-2-(9H-fluoren-9-ylmethoxycarbonyloxymethyl)-6-phenylsulfanyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / pyridine; N,N-dimethylpyridin-4-amine / acetonitrile / 1 h

2: 85 percent / N,N-dimethylpyridin-4-amine; dicyclohexylcarbodiimide / 1.5 h

With pyridine; dmap; dicyclohexyl-carbodiimide; In acetonitrile;
DOI:10.1002/anie.200351950

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 634597-92-5
4-Oxo-pentanoic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-(tert-butyl-diphenyl-silanyloxy)-2-(9H-fluoren-9-ylmethoxycarbonyloxymethyl)-6-phenylsulfanyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: Bu₂SnO / methanol / 1 h / Heating

1.2: 71 percent / Bu₄NI / dimethylformamide / 16 h

2.1: 95 percent / N,N-dimethylpyridin-4-amine; pyridine / 2 h

3.1: 92 percent / BF₃*OEt₂; C₂H₅SH / CH₂Cl₂

4.1: 85 percent / pyridine; N,N-dimethylpyridin-4-amine / acetonitrile / 1 h

5.1: 85 percent / N,N-dimethylpyridin-4-amine; dicyclohexylcarbodiimide / 1.5 h

With pyridine; dmap; boron trifluoride diethyl etherate; di(n-butyl)tin oxide; dicyclohexyl-carbodiimide; ethanethiol; In methanol; dichloromethane; acetonitrile;
DOI:10.1002/anie.200351950