Tetracosanoic acid [(1S,2S,3R)-2,3-bis-benzyloxy-1-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-octyl]-amide

Base Information

Chemical Name:Tetracosanoic acid [(1S,2S,3R)-2,3-bis-benzyloxy-1-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-octyl]-amide
CAS No.:848827-57-6
Molecular Formula:C₈₁H₁₁₃NO₉
Molecular Weight:1244.79
Hs Code.:

Tetracosanoic acid [(1S,2S,3R)-2,3-bis-benzyloxy-1-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-octyl]-amide

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Chemical Property of Tetracosanoic acid [(1S,2S,3R)-2,3-bis-benzyloxy-1-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-octyl]-amide

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Technology Process of Tetracosanoic acid [(1S,2S,3R)-2,3-bis-benzyloxy-1-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-octyl]-amide

There total 13 articles about Tetracosanoic acid [(1S,2S,3R)-2,3-bis-benzyloxy-1-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-octyl]-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:

: 848827-39-4
(2S,3S,4R)-2-Azido-3,4-bis-benzyloxy-nonan-1-ol

: 848827-57-6
Tetracosanoic acid [(1S,2S,3R)-2,3-bis-benzyloxy-1-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-octyl]-amide

Guidance literature:: Multi-step reaction with 3 steps

1.1: dimethylsulfide; triflic anhydride; 2-chloropyridine / molecular sieves 4 Angstroem / CH₂Cl₂ / 0.67 h / 0 - 20 °C

1.2: 82 percent / CH₂Cl₂ / 20 h / 20 °C

2.1: triphenylphosphine; pyridine / H₂O / 12 h / 40 °C

3.1: 88 mg / 1-hydroxybenzotriazole hydrate; triethylamine / 1,2-dichloro-ethane; dimethylformamide / 0 - 20 °C

With pyridine; 2-chloropyridine; dimethylsulfide; trifluoromethylsulfonic anhydride; 1-hydroxybenzotriazol-hydrate; triethylamine; triphenylphosphine; 4 A molecular sieve; In dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 2.1: Staudinger reaction;
DOI:10.1016/j.tet.2004.12.027

Reference yield:

: 848827-36-1
(R)-1-((4S,5R)-2,2-Dimethyl-5-pentyl-[1,3]dioxolan-4-yl)-2-trityloxy-ethanol

: 848827-57-6
Tetracosanoic acid [(1S,2S,3R)-2,3-bis-benzyloxy-1-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-octyl]-amide

Guidance literature:: Multi-step reaction with 9 steps

1.1: 2,6-lutidine; molecular sieves 4 Angstroem / CH₂Cl₂ / -40 °C

2.1: tetramethylguanidinium azide / CH₂Cl₂ / -40 - 20 °C

3.1: 68 percent / acetic acid / methanol / 60 °C

4.1: pyridine

5.1: sodium hydride / dimethylformamide

6.1: acetic acid / H₂O

7.1: dimethylsulfide; triflic anhydride; 2-chloropyridine / molecular sieves 4 Angstroem / CH₂Cl₂ / 0.67 h / 0 - 20 °C

7.2: 82 percent / CH₂Cl₂ / 20 h / 20 °C

8.1: triphenylphosphine; pyridine / H₂O / 12 h / 40 °C

9.1: 88 mg / 1-hydroxybenzotriazole hydrate; triethylamine / 1,2-dichloro-ethane; dimethylformamide / 0 - 20 °C

With pyridine; 2,6-dimethylpyridine; 2-chloropyridine; dimethylsulfide; trifluoromethylsulfonic anhydride; 4 A molecular sieve; sodium hydride; acetic acid; 1-hydroxybenzotriazol-hydrate; triethylamine; triphenylphosphine; tetramethylguanidinum azide; 4 A molecular sieve; In methanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 8.1: Staudinger reaction;
DOI:10.1016/j.tet.2004.12.027

Reference yield:

: (R)-1-[(4S,5R)-2,2-Dimethyl-5-((Z)-pent-1-enyl)-[1,3]dioxolan-4-yl]-2-trityloxy-ethanol

: 848827-57-6
Tetracosanoic acid [(1S,2S,3R)-2,3-bis-benzyloxy-1-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-octyl]-amide

Guidance literature:: Multi-step reaction with 10 steps

1.1: 88 percent / hydrogen / palladium(II) hydroxide / ethyl acetate

2.1: 2,6-lutidine; molecular sieves 4 Angstroem / CH₂Cl₂ / -40 °C

3.1: tetramethylguanidinium azide / CH₂Cl₂ / -40 - 20 °C

4.1: 68 percent / acetic acid / methanol / 60 °C

5.1: pyridine

6.1: sodium hydride / dimethylformamide

7.1: acetic acid / H₂O

8.1: dimethylsulfide; triflic anhydride; 2-chloropyridine / molecular sieves 4 Angstroem / CH₂Cl₂ / 0.67 h / 0 - 20 °C

8.2: 82 percent / CH₂Cl₂ / 20 h / 20 °C

9.1: triphenylphosphine; pyridine / H₂O / 12 h / 40 °C

10.1: 88 mg / 1-hydroxybenzotriazole hydrate; triethylamine / 1,2-dichloro-ethane; dimethylformamide / 0 - 20 °C

With pyridine; 2,6-dimethylpyridine; 2-chloropyridine; dimethylsulfide; trifluoromethylsulfonic anhydride; 4 A molecular sieve; hydrogen; sodium hydride; acetic acid; 1-hydroxybenzotriazol-hydrate; triethylamine; triphenylphosphine; tetramethylguanidinum azide; palladium dihydroxide; 4 A molecular sieve; In methanol; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 9.1: Staudinger reaction;
DOI:10.1016/j.tet.2004.12.027