N-[(R)-3-dodecanoyloxytetradecanoyl]-L-aspartic acid α-N-{(4R)-5-(benzyloxymethoxy)-4-[(R)-3-benzyloxytetradecanoylamino]pentyl}amide β-benzyl ester

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Chemical Name:N-[(R)-3-dodecanoyloxytetradecanoyl]-L-aspartic acid α-N-{(4R)-5-(benzyloxymethoxy)-4-[(R)-3-benzyloxytetradecanoylamino]pentyl}amide β-benzyl ester
CAS No.:346669-97-4
Molecular Formula:C₇₁H₁₁₃N₃O₁₀
Molecular Weight:1168.69
Hs Code.:

N-[(R)-3-dodecanoyloxytetradecanoyl]-L-aspartic acid α-N-{(4R)-5-(benzyloxymethoxy)-4-[(R)-3-benzyloxytetradecanoylamino]pentyl}amide β-benzyl ester

Synonyms:N-[(R)-3-dodecanoyloxytetradecanoyl]-L-aspartic acid α-N-{(4R)-5-(benzyloxymethoxy)-4-[(R)-3-benzyloxytetradecanoylamino]pentyl}amide β-benzyl ester

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Chemical Property of N-[(R)-3-dodecanoyloxytetradecanoyl]-L-aspartic acid α-N-{(4R)-5-(benzyloxymethoxy)-4-[(R)-3-benzyloxytetradecanoylamino]pentyl}amide β-benzyl ester

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Technology Process of N-[(R)-3-dodecanoyloxytetradecanoyl]-L-aspartic acid α-N-{(4R)-5-(benzyloxymethoxy)-4-[(R)-3-benzyloxytetradecanoylamino]pentyl}amide β-benzyl ester

There total 13 articles about N-[(R)-3-dodecanoyloxytetradecanoyl]-L-aspartic acid α-N-{(4R)-5-(benzyloxymethoxy)-4-[(R)-3-benzyloxytetradecanoylamino]pentyl}amide β-benzyl 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:

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

: 346669-97-4
N-[(R)-3-dodecanoyloxytetradecanoyl]-L-aspartic acid α-N-{(4R)-5-(benzyloxymethoxy)-4-[(R)-3-benzyloxytetradecanoylamino]pentyl}amide β-benzyl ester

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: 92 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 20 °C

6.1: 98 percent / Et₃N; H₂ / Pd(OH)2/C / ethanol / 3 h / 20 °C / atmospheric pressure

7.1: 2-isobutyloxy-1-isobutyloxycarbonyl-1,2-dihydroquinoline / CH₂Cl₂ / 3 h / 20 °C

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

Reference yield:

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

: 346669-97-4
N-[(R)-3-dodecanoyloxytetradecanoyl]-L-aspartic acid α-N-{(4R)-5-(benzyloxymethoxy)-4-[(R)-3-benzyloxytetradecanoylamino]pentyl}amide β-benzyl ester

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: 92 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 20 °C

5.1: 98 percent / Et₃N; H₂ / Pd(OH)2/C / ethanol / 3 h / 20 °C / atmospheric pressure

6.1: 2-isobutyloxy-1-isobutyloxycarbonyl-1,2-dihydroquinoline / CH₂Cl₂ / 3 h / 20 °C

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

Reference yield:

: 253586-97-9
(2R)-5-benzyloxycarbonylamino-2-[(R)-3-benzyloxytetradecanoylamino]pentan-1-ol

: 346669-97-4
N-[(R)-3-dodecanoyloxytetradecanoyl]-L-aspartic acid α-N-{(4R)-5-(benzyloxymethoxy)-4-[(R)-3-benzyloxytetradecanoylamino]pentyl}amide β-benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 20 °C

2: 98 percent / Et₃N; H₂ / Pd(OH)2/C / ethanol / 3 h / 20 °C / atmospheric pressure

3: 2-isobutyloxy-1-isobutyloxycarbonyl-1,2-dihydroquinoline / CH₂Cl₂ / 3 h / 20 °C

With 2-isobutoxy-1-isobutoxycarbonyl-1,2-dihydroquinoline; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In ethanol; dichloromethane;
DOI:10.1021/jm060482a