((3S,4R)-4-Benzyloxycarbonyloxy-1,1-difluoro-3-hexanoylamino-undecyl)-phosphonic acid

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Chemical Name:((3S,4R)-4-Benzyloxycarbonyloxy-1,1-difluoro-3-hexanoylamino-undecyl)-phosphonic acid
CAS No.:866496-38-0
Molecular Formula:C₂₅H₄₀F₂NO₇P
Molecular Weight:535.566
Hs Code.:

Synonyms:((3S,4R)-4-Benzyloxycarbonyloxy-1,1-difluoro-3-hexanoylamino-undecyl)-phosphonic acid

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Chemical Property of ((3S,4R)-4-Benzyloxycarbonyloxy-1,1-difluoro-3-hexanoylamino-undecyl)-phosphonic acid

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Technology Process of ((3S,4R)-4-Benzyloxycarbonyloxy-1,1-difluoro-3-hexanoylamino-undecyl)-phosphonic acid

There total 14 articles about ((3S,4R)-4-Benzyloxycarbonyloxy-1,1-difluoro-3-hexanoylamino-undecyl)-phosphonic acid 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: 82.0%

: 866496-37-9
((3S,4R)-4-Benzyloxycarbonyloxy-1,1-difluoro-3-hexanoylamino-undecyl)-phosphonic acid diethyl ester

: 866496-38-0
((3S,4R)-4-Benzyloxycarbonyloxy-1,1-difluoro-3-hexanoylamino-undecyl)-phosphonic acid

Guidance literature:: ((3S,4R)-4-Benzyloxycarbonyloxy-1,1-difluoro-3-hexanoylamino-undecyl)-phosphonic acid diethyl ester; With trimethylsilyl bromide; In dichloromethane;

With methanol;
DOI:10.1016/j.tetlet.2006.02.018

Reference yield:

: 866496-27-7
(4R,5S)-5-Azido-4-heptyl-2-phenyl-[1,3,2]dioxaborinane

: 866496-38-0
((3S,4R)-4-Benzyloxycarbonyloxy-1,1-difluoro-3-hexanoylamino-undecyl)-phosphonic acid

Guidance literature:: Multi-step reaction with 13 steps

1.1: 86 percent / hydrogen / Pd/C / methanol

2.1: 95 percent / H₂O₂ / methanol / 0 °C

3.1: imidazole / dimethylformamide / 0 °C

3.2: 100 percent / NaH / tetrahydrofuran / 30 °C

4.1: NaH; TBAI / tetrahydrofuran / 20 °C

5.1: aq. HCl / methanol / 20 °C

6.1: 2,6-lutidine / CH₂Cl₂ / -78 °C

7.1: LDA; HMPA / tetrahydrofuran / -78 °C

8.1: 74 percent / CAN; H₂O / acetonitrile / 0 °C

9.1: 78 percent / n-butyllithium / tetrahydrofuran / -78 °C

10.1: 94 percent / potassium carbonate; 18-crown-6 / tetrahydrofuran / 20 °C

11.1: 85 percent / triethylamine / diethyl ether / 0 °C

12.1: 86 percent / benzenethiol; DBU / acetonitrile / 0 °C

13.1: bromotrimethylsilane / CH₂Cl₂

13.2: 82 percent / methanol

With 1H-imidazole; 2,6-dimethylpyridine; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; ammonium cerium(IV) nitrate; 18-crown-6 ether; trimethylsilyl bromide; water; hydrogen; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; thiophenol; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tetlet.2006.02.018

Reference yield:

: 107796-95-2
((2R,3R)-3-heptyloxiran-2-yl)methanol

: 866496-38-0
((3S,4R)-4-Benzyloxycarbonyloxy-1,1-difluoro-3-hexanoylamino-undecyl)-phosphonic acid

Guidance literature:: Multi-step reaction with 14 steps

1.1: 86 percent / sodium azide / dimethylformamide

2.1: 86 percent / hydrogen / Pd/C / methanol

3.1: 95 percent / H₂O₂ / methanol / 0 °C

4.1: imidazole / dimethylformamide / 0 °C

4.2: 100 percent / NaH / tetrahydrofuran / 30 °C

5.1: NaH; TBAI / tetrahydrofuran / 20 °C

6.1: aq. HCl / methanol / 20 °C

7.1: 2,6-lutidine / CH₂Cl₂ / -78 °C

8.1: LDA; HMPA / tetrahydrofuran / -78 °C

9.1: 74 percent / CAN; H₂O / acetonitrile / 0 °C

10.1: 78 percent / n-butyllithium / tetrahydrofuran / -78 °C

11.1: 94 percent / potassium carbonate; 18-crown-6 / tetrahydrofuran / 20 °C

12.1: 85 percent / triethylamine / diethyl ether / 0 °C

13.1: 86 percent / benzenethiol; DBU / acetonitrile / 0 °C

14.1: bromotrimethylsilane / CH₂Cl₂

14.2: 82 percent / methanol

With 1H-imidazole; 2,6-dimethylpyridine; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; sodium azide; ammonium cerium(IV) nitrate; 18-crown-6 ether; trimethylsilyl bromide; water; hydrogen; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; thiophenol; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tetlet.2006.02.018