Tetradecanoic acid [(2R,3R,4R,5S,6R)-5-((2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-6-hydroxymethyl-2-tetradecyloxy-tetrahydro-pyran-3-yl]-amide

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Chemical Name:Tetradecanoic acid [(2R,3R,4R,5S,6R)-5-((2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-6-hydroxymethyl-2-tetradecyloxy-tetrahydro-pyran-3-yl]-amide
CAS No.:205750-52-3
Molecular Formula:C₄₇H₈₄N₂O₁₀
Molecular Weight:837.191
Hs Code.:

Tetradecanoic acid [(2R,3R,4R,5S,6R)-5-((2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-6-hydroxymethyl-2-tetradecyloxy-tetrahydro-pyran-3-yl]-amide

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Chemical Property of Tetradecanoic acid [(2R,3R,4R,5S,6R)-5-((2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-6-hydroxymethyl-2-tetradecyloxy-tetrahydro-pyran-3-yl]-amide

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Technology Process of Tetradecanoic acid [(2R,3R,4R,5S,6R)-5-((2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-6-hydroxymethyl-2-tetradecyloxy-tetrahydro-pyran-3-yl]-amide

There total 10 articles about Tetradecanoic acid [(2R,3R,4R,5S,6R)-5-((2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-6-hydroxymethyl-2-tetradecyloxy-tetrahydro-pyran-3-yl]-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:

: Tetradecanoic acid {(2R,3R,4R,5S,6R)-4-benzyloxy-5-[(2S,3R,4R,5S,6R)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy]-6-hydroxymethyl-2-tetradecyloxy-tetrahydro-pyran-3-yl}-amide

: 205750-52-3
Tetradecanoic acid [(2R,3R,4R,5S,6R)-5-((2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-6-hydroxymethyl-2-tetradecyloxy-tetrahydro-pyran-3-yl]-amide

Guidance literature:: With ethylenediamine; In butan-1-ol; at 90 ℃; Yield given;
DOI:10.1080/07328309808002324

Reference yield:

: 55682-57-0
1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

: 205750-52-3
Tetradecanoic acid [(2R,3R,4R,5S,6R)-5-((2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-6-hydroxymethyl-2-tetradecyloxy-tetrahydro-pyran-3-yl]-amide

Guidance literature:: Multi-step reaction with 8 steps

1: 96 percent / N-iodosuccinimide, CF₃SO₂H, molecular sieves / CH₂Cl₂ / 0.5 h / Ambient temperature

2: 92 percent / H₂S, Py/Et₃N / Ambient temperature

3: 96 percent / pyridine / 0.5 h / Ambient temperature

4: 1.) triethylsilyl triflate, 2.) (+)-10-camphorsulfonic acid / 1.) room temperature, 30 min, 2.) 1,2-dichloroethane, 90 deg C, 30 min

5: trimethylsilyl triflate / 1,2-dichloro-ethane / 1 h / 50 °C

6: (+)-10-camphorsulfonic acid / 1,2-dichloro-ethane / 0.5 h / 90 °C

7: NaOMe / methanol / 4.5 h / Ambient temperature

8: ethylenediamine / butan-1-ol / 90 °C

With pyridine; N-iodo-succinimide; molecular sieve; trifluoromethanesulfinic acid; trimethylsilyl trifluoromethanesulfonate; hydrogen sulfide; triethylsilyl trifluoromethyl sulfonate; sodium methylate; (+)-10-camphorsulfonic acid; ethylenediamine; triethylamine; In pyridine; methanol; dichloromethane; 1,2-dichloro-ethane; butan-1-ol;
DOI:10.1080/07328309808002324

Reference yield:

: 79528-49-7
phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 205750-52-3
Tetradecanoic acid [(2R,3R,4R,5S,6R)-5-((2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-6-hydroxymethyl-2-tetradecyloxy-tetrahydro-pyran-3-yl]-amide

Guidance literature:: Multi-step reaction with 8 steps

1: 96 percent / N-iodosuccinimide, CF₃SO₂H, molecular sieves / CH₂Cl₂ / 0.5 h / Ambient temperature

2: 92 percent / H₂S, Py/Et₃N / Ambient temperature

3: 96 percent / pyridine / 0.5 h / Ambient temperature

4: 1.) triethylsilyl triflate, 2.) (+)-10-camphorsulfonic acid / 1.) room temperature, 30 min, 2.) 1,2-dichloroethane, 90 deg C, 30 min

5: trimethylsilyl triflate / 1,2-dichloro-ethane / 1 h / 50 °C

6: (+)-10-camphorsulfonic acid / 1,2-dichloro-ethane / 0.5 h / 90 °C

7: NaOMe / methanol / 4.5 h / Ambient temperature

8: ethylenediamine / butan-1-ol / 90 °C

With pyridine; N-iodo-succinimide; molecular sieve; trifluoromethanesulfinic acid; trimethylsilyl trifluoromethanesulfonate; hydrogen sulfide; triethylsilyl trifluoromethyl sulfonate; sodium methylate; (+)-10-camphorsulfonic acid; ethylenediamine; triethylamine; In pyridine; methanol; dichloromethane; 1,2-dichloro-ethane; butan-1-ol;
DOI:10.1080/07328309808002324