O-bis(phenyloxy)phosphoryl N-[(R)-3-dodecanoyloxytetradecanoyl] DL-homoserine N-{(4R)-5-hydroxy-4-[(R)-3-hydroxytetradecanoylamino]pentyl}amide

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Chemical Name:O-bis(phenyloxy)phosphoryl N-[(R)-3-dodecanoyloxytetradecanoyl] DL-homoserine N-{(4R)-5-hydroxy-4-[(R)-3-hydroxytetradecanoylamino]pentyl}amide
CAS No.:253586-99-1
Molecular Formula:C₆₁H₁₀₄N₃O₁₁P
Molecular Weight:1086.48
Hs Code.:

O-bis(phenyloxy)phosphoryl N-[(R)-3-dodecanoyloxytetradecanoyl] DL-homoserine N-{(4R)-5-hydroxy-4-[(R)-3-hydroxytetradecanoylamino]pentyl}amide

Synonyms:O-bis(phenyloxy)phosphoryl N-[(R)-3-dodecanoyloxytetradecanoyl] DL-homoserine N-{(4R)-5-hydroxy-4-[(R)-3-hydroxytetradecanoylamino]pentyl}amide

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Chemical Property of O-bis(phenyloxy)phosphoryl N-[(R)-3-dodecanoyloxytetradecanoyl] DL-homoserine N-{(4R)-5-hydroxy-4-[(R)-3-hydroxytetradecanoylamino]pentyl}amide

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Technology Process of O-bis(phenyloxy)phosphoryl N-[(R)-3-dodecanoyloxytetradecanoyl] DL-homoserine N-{(4R)-5-hydroxy-4-[(R)-3-hydroxytetradecanoylamino]pentyl}amide

There total 13 articles about O-bis(phenyloxy)phosphoryl N-[(R)-3-dodecanoyloxytetradecanoyl] DL-homoserine N-{(4R)-5-hydroxy-4-[(R)-3-hydroxytetradecanoylamino]pentyl}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: 74.0%

: 253587-01-8
O-bis(phenyloxy)phosphoryl Nα-[(R)-3-dodecanoyloxytetradecanoyl] DL-homoserine N-{(4R)-5-hydroxy-4-[(R)-3-benzyloxytetradecanoylamino]pentyl}amide

: 253586-99-1
O-bis(phenyloxy)phosphoryl N-[(R)-3-dodecanoyloxytetradecanoyl] DL-homoserine N-{(4R)-5-hydroxy-4-[(R)-3-hydroxytetradecanoylamino]pentyl}amide

Guidance literature:: With hydrogen; acetic acid; palladium on activated charcoal; In ethanol; at 20 ℃; for 16h; atmospheric pressure;
DOI:10.1021/jm060482a

Reference yield:

: 76062-97-0
methyl (R)-3-hydroxytetradecanoate

: 253586-99-1
O-bis(phenyloxy)phosphoryl N-[(R)-3-dodecanoyloxytetradecanoyl] DL-homoserine N-{(4R)-5-hydroxy-4-[(R)-3-hydroxytetradecanoylamino]pentyl}amide

Guidance literature:: Multi-step reaction with 7 steps

1.1: Et₃N / tetrahydrofuran / 17 h / 20 °C

2.1: trimethylsilyl triflate; triethylsilane / CH₂Cl₂ / 14 h / 20 °C

3.1: 10.4 g / aq. LiOH / tetrahydrofuran / 6.5 h / Heating

4.1: N-methylmorpholine; isobutyl chloroformate / tetrahydrofuran / 0.5 h / -15 °C

4.2: 69 percent / Et₃N / tetrahydrofuran / 16 h / 20 °C

5.1: Et₃N; H₂ / Pd/C / ethanol / 2 h / 20 °C / atmospheric pressure

6.1: 66 mg / 2-isobutyloxy-1-isobutyloxycarbonyl-1,2-dihydroquinoline / CH₂Cl₂

7.1: 74 percent / H₂; AcOH / Pd/C / ethanol / 16 h / 20 °C / atmospheric pressure

With 4-methyl-morpholine; triethylsilane; lithium hydroxide; 2-isobutoxy-1-isobutoxycarbonyl-1,2-dihydroquinoline; trimethylsilyl trifluoromethanesulfonate; hydrogen; acetic acid; triethylamine; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jm060482a

Reference yield:

: (R)-3-Trimethylsilanyloxy-tetradecanoic acid methyl ester

: 253586-99-1
O-bis(phenyloxy)phosphoryl N-[(R)-3-dodecanoyloxytetradecanoyl] DL-homoserine N-{(4R)-5-hydroxy-4-[(R)-3-hydroxytetradecanoylamino]pentyl}amide

Guidance literature:: Multi-step reaction with 6 steps

1.1: trimethylsilyl triflate; triethylsilane / CH₂Cl₂ / 14 h / 20 °C

2.1: 10.4 g / aq. LiOH / tetrahydrofuran / 6.5 h / Heating

3.1: N-methylmorpholine; isobutyl chloroformate / tetrahydrofuran / 0.5 h / -15 °C

3.2: 69 percent / Et₃N / tetrahydrofuran / 16 h / 20 °C

4.1: Et₃N; H₂ / Pd/C / ethanol / 2 h / 20 °C / atmospheric pressure

5.1: 66 mg / 2-isobutyloxy-1-isobutyloxycarbonyl-1,2-dihydroquinoline / CH₂Cl₂

6.1: 74 percent / H₂; AcOH / Pd/C / ethanol / 16 h / 20 °C / atmospheric pressure

With 4-methyl-morpholine; triethylsilane; lithium hydroxide; 2-isobutoxy-1-isobutoxycarbonyl-1,2-dihydroquinoline; trimethylsilyl trifluoromethanesulfonate; hydrogen; acetic acid; triethylamine; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jm060482a