5-[1-((1-benzyloxymethyl-2-methylpropyl)hydroxyamino)-3-methylbutyl]-2,2-dimethyl[1,3]dioxolane-4-carboxylic acid [1-(8-hydroxy-1-oxoisochroman-3-yl)-3-methylbutyl]amide

Base Information

Chemical Name:5-[1-((1-benzyloxymethyl-2-methylpropyl)hydroxyamino)-3-methylbutyl]-2,2-dimethyl[1,3]dioxolane-4-carboxylic acid [1-(8-hydroxy-1-oxoisochroman-3-yl)-3-methylbutyl]amide
CAS No.:618881-62-2
Molecular Formula:C₃₇H₅₄N₂O₈
Molecular Weight:654.844
Hs Code.:

5-[1-((1-benzyloxymethyl-2-methylpropyl)hydroxyamino)-3-methylbutyl]-2,2-dimethyl[1,3]dioxolane-4-carboxylic acid [1-(8-hydroxy-1-oxoisochroman-3-yl)-3-methylbutyl]amide

Synonyms:5-[1-((1-benzyloxymethyl-2-methylpropyl)hydroxyamino)-3-methylbutyl]-2,2-dimethyl[1,3]dioxolane-4-carboxylic acid [1-(8-hydroxy-1-oxoisochroman-3-yl)-3-methylbutyl]amide

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Chemical Property of 5-[1-((1-benzyloxymethyl-2-methylpropyl)hydroxyamino)-3-methylbutyl]-2,2-dimethyl[1,3]dioxolane-4-carboxylic acid [1-(8-hydroxy-1-oxoisochroman-3-yl)-3-methylbutyl]amide

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Technology Process of 5-[1-((1-benzyloxymethyl-2-methylpropyl)hydroxyamino)-3-methylbutyl]-2,2-dimethyl[1,3]dioxolane-4-carboxylic acid [1-(8-hydroxy-1-oxoisochroman-3-yl)-3-methylbutyl]amide

There total 11 articles about 5-[1-((1-benzyloxymethyl-2-methylpropyl)hydroxyamino)-3-methylbutyl]-2,2-dimethyl[1,3]dioxolane-4-carboxylic acid [1-(8-hydroxy-1-oxoisochroman-3-yl)-3-methylbutyl]amide 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%

: 85027-78-7
(1S,3'S)-<1-(3,4-Dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl)-3-methylbutyl> ammonium chloride

: 618881-61-1
6-(1-benzyloxymethyl-2-methylpropyl)-7-isobutyl-2,2-dimethyl-tetrahydro-1,3,5-trioxa-6-azainden-4-one

: 618881-62-2
5-[1-((1-benzyloxymethyl-2-methylpropyl)hydroxyamino)-3-methylbutyl]-2,2-dimethyl[1,3]dioxolane-4-carboxylic acid [1-(8-hydroxy-1-oxoisochroman-3-yl)-3-methylbutyl]amide

Guidance literature:: With trimethylaluminum; In n-heptane; dichloromethane; at 20 ℃; for 6h;
DOI:10.1021/ol035470n

Reference yield:

: 4276-09-9,473-75-6
(R)-2-amino-3-methylbutanol

: 618881-62-2
5-[1-((1-benzyloxymethyl-2-methylpropyl)hydroxyamino)-3-methylbutyl]-2,2-dimethyl[1,3]dioxolane-4-carboxylic acid [1-(8-hydroxy-1-oxoisochroman-3-yl)-3-methylbutyl]amide

Guidance literature:: Multi-step reaction with 11 steps

1.1: 91 percent / NaH / tetrahydrofuran / 48 h / 66 °C

2.1: MgSO₄ / CH₂Cl₂ / 12 h / 20 °C

3.1: m-CPBA / CH₂Cl₂ / 4 h / 0 °C

3.2: 5.924 g / NH₂OH*HCl / methanol / 18 h / 20 °C

4.1: 79 percent / MgSO₄ / CH₂Cl₂ / 12 h / 20 °C

5.1: 78 percent / n-BuLi; LiBr / tetrahydrofuran; hexane / 24 h / -78 °C

6.1: 69 percent / pyridine; H₂ / Pd/BaSO₄ / 15 h / 20 °C

7.1: TFA; Et₃SiH / CH₂Cl₂ / 4 h / 40 °C

8.1: 2.143 g / toluene / 2 h / 120 °C

9.1: 83 percent / NaIO₄ / RuCl₃*3H₂O / acetonitrile; H₂O / 0.17 h / 0 °C

10.1: 83 percent / p-TsOH / acetone / 4 h / 20 °C

11.1: 62 percent / Me₃Al / CH₂Cl₂; heptane / 6 h / 20 °C

With pyridine; triethylsilane; sodium periodate; n-butyllithium; hydrogen; trimethylaluminum; sodium hydride; magnesium sulfate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; lithium bromide; ruthenium trichloride; Pd-BaSO₄; In tetrahydrofuran; hexane; n-heptane; dichloromethane; water; acetone; toluene; acetonitrile;
DOI:10.1021/ol035470n

Reference yield:

: 100-44-7
benzyl chloride

: 618881-62-2
5-[1-((1-benzyloxymethyl-2-methylpropyl)hydroxyamino)-3-methylbutyl]-2,2-dimethyl[1,3]dioxolane-4-carboxylic acid [1-(8-hydroxy-1-oxoisochroman-3-yl)-3-methylbutyl]amide

Guidance literature:: Multi-step reaction with 11 steps

1.1: 91 percent / NaH / tetrahydrofuran / 48 h / 66 °C

2.1: MgSO₄ / CH₂Cl₂ / 12 h / 20 °C

3.1: m-CPBA / CH₂Cl₂ / 4 h / 0 °C

3.2: 5.924 g / NH₂OH*HCl / methanol / 18 h / 20 °C

4.1: 79 percent / MgSO₄ / CH₂Cl₂ / 12 h / 20 °C

5.1: 78 percent / n-BuLi; LiBr / tetrahydrofuran; hexane / 24 h / -78 °C

6.1: 69 percent / pyridine; H₂ / Pd/BaSO₄ / 15 h / 20 °C

7.1: TFA; Et₃SiH / CH₂Cl₂ / 4 h / 40 °C

8.1: 2.143 g / toluene / 2 h / 120 °C

9.1: 83 percent / NaIO₄ / RuCl₃*3H₂O / acetonitrile; H₂O / 0.17 h / 0 °C

10.1: 83 percent / p-TsOH / acetone / 4 h / 20 °C

11.1: 62 percent / Me₃Al / CH₂Cl₂; heptane / 6 h / 20 °C

With pyridine; triethylsilane; sodium periodate; n-butyllithium; hydrogen; trimethylaluminum; sodium hydride; magnesium sulfate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; lithium bromide; ruthenium trichloride; Pd-BaSO₄; In tetrahydrofuran; hexane; n-heptane; dichloromethane; water; acetone; toluene; acetonitrile;
DOI:10.1021/ol035470n