Hexadecanoic acid (1R,2R,3S)-2-(diphenoxy-phosphoryloxymethyl)-3-hexadecanoyloxymethyl-cyclopropylmethyl ester

Base Information

Chemical Name:Hexadecanoic acid (1R,2R,3S)-2-(diphenoxy-phosphoryloxymethyl)-3-hexadecanoyloxymethyl-cyclopropylmethyl ester
CAS No.:649765-03-7
Molecular Formula:C₅₀H₈₁O₈P
Molecular Weight:841.162
Hs Code.:

Synonyms:Hexadecanoic acid (1R,2R,3S)-2-(diphenoxy-phosphoryloxymethyl)-3-hexadecanoyloxymethyl-cyclopropylmethyl ester

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Chemical Property of Hexadecanoic acid (1R,2R,3S)-2-(diphenoxy-phosphoryloxymethyl)-3-hexadecanoyloxymethyl-cyclopropylmethyl ester

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Technology Process of Hexadecanoic acid (1R,2R,3S)-2-(diphenoxy-phosphoryloxymethyl)-3-hexadecanoyloxymethyl-cyclopropylmethyl ester

There total 7 articles about Hexadecanoic acid (1R,2R,3S)-2-(diphenoxy-phosphoryloxymethyl)-3-hexadecanoyloxymethyl-cyclopropylmethyl 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: 92.0%

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 649764-91-0
Hexadecanoic acid (1R,2S,3S)-2-hexadecanoyloxymethyl-3-hydroxymethyl-cyclopropylmethyl ester

: 649765-03-7
Hexadecanoic acid (1R,2R,3S)-2-(diphenoxy-phosphoryloxymethyl)-3-hexadecanoyloxymethyl-cyclopropylmethyl ester

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃; for 14h;
DOI:10.1021/jo034843v

Reference yield:

: (1S*,5S*,6S*)-6-carbaldehyde-3-oxabicyclo[3.1.0]hexan-2-one

: 649765-03-7
Hexadecanoic acid (1R,2R,3S)-2-(diphenoxy-phosphoryloxymethyl)-3-hexadecanoyloxymethyl-cyclopropylmethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaBH₄ / methanol; CH₂Cl₂ / 0.25 h / 0 °C

2.1: 52.1 mg / imidazole / 1,2-dimethoxy-ethane / 20 h / 20 °C

3.1: DIBALH / CH₂Cl₂ / 1.5 h / -78 °C

3.2: 35 mg / NaBH₄ / ethanol / 1.5 h / 20 °C

4.1: 99 percent / Et₃N / CH₂Cl₂ / 0.67 h / 20 °C

5.1: 93 percent / TBAF / tetrahydrofuran / 14 h / 20 °C

6.1: 92 percent / imidazole / CH₂Cl₂ / 14 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1021/jo034843v

Reference yield:

: 6-hydroxymethyl-3-oxa-bicyclo[3.1.0]hexane-2-one

: 649765-03-7
Hexadecanoic acid (1R,2R,3S)-2-(diphenoxy-phosphoryloxymethyl)-3-hexadecanoyloxymethyl-cyclopropylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 52.1 mg / imidazole / 1,2-dimethoxy-ethane / 20 h / 20 °C

2.1: DIBALH / CH₂Cl₂ / 1.5 h / -78 °C

2.2: 35 mg / NaBH₄ / ethanol / 1.5 h / 20 °C

3.1: 99 percent / Et₃N / CH₂Cl₂ / 0.67 h / 20 °C

4.1: 93 percent / TBAF / tetrahydrofuran / 14 h / 20 °C

5.1: 92 percent / imidazole / CH₂Cl₂ / 14 h / 20 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1021/jo034843v