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

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Chemical Name:O-bis(phenyloxy)phosphoryl Nα-[(R)-3-dodecanoyloxytetradecanoyl] DL-homoserine N-{(4R)-5-hydroxy-4-[(R)-3-benzyloxytetradecanoylamino]pentyl}amide
CAS No.:253587-01-8
Molecular Formula:C₆₈H₁₁₀N₃O₁₁P
Molecular Weight:1176.61
Hs Code.:

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

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

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

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

There total 11 articles about O-bis(phenyloxy)phosphoryl Nα-[(R)-3-dodecanoyloxytetradecanoyl] DL-homoserine N-{(4R)-5-hydroxy-4-[(R)-3-benzyloxytetradecanoylamino]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:

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

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

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

: 914499-86-8
benzyl (R)-3-dodecanoyloxytetradecanoate

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

Guidance literature:: Multi-step reaction with 4 steps

1.1: 86 percent / H₂ / Pd/C / ethyl acetate; ethanol / 3 h / 20 °C / atmospheric pressure

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

2.2: 87 percent / Et₃N / tetrahydrofuran / 20 °C

3.1: H₂ / Pd/C / ethanol / 3 h / 20 °C / atmospheric pressure

4.1: 66 mg / 2-isobutyloxy-1-isobutyloxycarbonyl-1,2-dihydroquinoline / CH₂Cl₂

With 4-methyl-morpholine; 2-isobutoxy-1-isobutoxycarbonyl-1,2-dihydroquinoline; hydrogen; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate;
DOI:10.1021/jm060482a