(2S,5S)-2-[Benzyl-(toluene-4-sulfonyl)-amino]-5-methyl-6-((2R,3S,4R)-3,4,5-trihydroxy-tetrahydro-furan-2-yl)-hexanoic acid tert-butyl ester

Base Information

Chemical Name:(2S,5S)-2-[Benzyl-(toluene-4-sulfonyl)-amino]-5-methyl-6-((2R,3S,4R)-3,4,5-trihydroxy-tetrahydro-furan-2-yl)-hexanoic acid tert-butyl ester
CAS No.:1052664-36-4
Molecular Formula:C₂₉H₄₁NO₈S
Molecular Weight:563.712
Hs Code.:

Synonyms:(2S,5S)-2-[Benzyl-(toluene-4-sulfonyl)-amino]-5-methyl-6-((2R,3S,4R)-3,4,5-trihydroxy-tetrahydro-furan-2-yl)-hexanoic acid tert-butyl ester

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Chemical Property of (2S,5S)-2-[Benzyl-(toluene-4-sulfonyl)-amino]-5-methyl-6-((2R,3S,4R)-3,4,5-trihydroxy-tetrahydro-furan-2-yl)-hexanoic acid tert-butyl ester

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Technology Process of (2S,5S)-2-[Benzyl-(toluene-4-sulfonyl)-amino]-5-methyl-6-((2R,3S,4R)-3,4,5-trihydroxy-tetrahydro-furan-2-yl)-hexanoic acid tert-butyl ester

There total 5 articles about (2S,5S)-2-[Benzyl-(toluene-4-sulfonyl)-amino]-5-methyl-6-((2R,3S,4R)-3,4,5-trihydroxy-tetrahydro-furan-2-yl)-hexanoic acid tert-butyl 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: 90.0%

: 1053254-55-9
tert-Butyl -2,3-O-isopropylidene-6(S)-methyl-5,6,7,8,9-pentadeoxy-β-D-allo-decofuranosid>uronate

: 1052664-36-4
(2S,5S)-2-[Benzyl-(toluene-4-sulfonyl)-amino]-5-methyl-6-((2R,3S,4R)-3,4,5-trihydroxy-tetrahydro-furan-2-yl)-hexanoic acid tert-butyl ester

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; for 20h; Ambient temperature;
DOI:10.1021/jo00094a033

Reference yield:

: 124288-82-0,124288-98-8
tert-Butyl -β-D-allo-decofuranosid>uronate

: 1052664-36-4
(2S,5S)-2-[Benzyl-(toluene-4-sulfonyl)-amino]-5-methyl-6-((2R,3S,4R)-3,4,5-trihydroxy-tetrahydro-furan-2-yl)-hexanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / K₂CO₃ / acetonitrile / 65 h / 35 °C

2: pyridine / 1 h / 0 °C

3: 1.) CuI / 1.) ether, 0 deg C, 5 min, 2.) 60 min

4: 90 percent / 4 M aq. HCl / dioxane / 20 h / Ambient temperature

With pyridine; hydrogenchloride; copper(l) iodide; potassium carbonate; In 1,4-dioxane; acetonitrile;
DOI:10.1021/jo00094a033

Reference yield:

: 124288-80-8
1,1-dimethylethyl amino>-2,3-O-(1-methylethylidene)-β-D-ribo-6-deculofuranosid>uronate

: 1052664-36-4
(2S,5S)-2-[Benzyl-(toluene-4-sulfonyl)-amino]-5-methyl-6-((2R,3S,4R)-3,4,5-trihydroxy-tetrahydro-furan-2-yl)-hexanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / L-selectride

2: 90 percent / K₂CO₃ / acetonitrile / 65 h / 35 °C

3: pyridine / 1 h / 0 °C

4: 1.) CuI / 1.) ether, 0 deg C, 5 min, 2.) 60 min

5: 90 percent / 4 M aq. HCl / dioxane / 20 h / Ambient temperature

With pyridine; hydrogenchloride; copper(l) iodide; L-Selectride; potassium carbonate; In 1,4-dioxane; acetonitrile;
DOI:10.1021/jo00094a033