(2R,3S,4S)-3,4-Bis-benzyloxy-2-dibenzylamino-octadec-5-ynal

Base Information

Chemical Name:(2R,3S,4S)-3,4-Bis-benzyloxy-2-dibenzylamino-octadec-5-ynal
CAS No.:1053626-17-7
Molecular Formula:C₄₆H₅₇NO₃
Molecular Weight:671.963
Hs Code.:

Synonyms:(2R,3S,4S)-3,4-Bis-benzyloxy-2-dibenzylamino-octadec-5-ynal

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Chemical Property of (2R,3S,4S)-3,4-Bis-benzyloxy-2-dibenzylamino-octadec-5-ynal

Chemical Property:

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Technology Process of (2R,3S,4S)-3,4-Bis-benzyloxy-2-dibenzylamino-octadec-5-ynal

There total 13 articles about (2R,3S,4S)-3,4-Bis-benzyloxy-2-dibenzylamino-octadec-5-ynal 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:

: 753020-08-5
(2S,3S,4S)-2-N,N-dibenzylamino-3,4-dibenzyloxy-5-octadecyn-1,3,4-triol

: 1053626-17-7
(2R,3S,4S)-3,4-Bis-benzyloxy-2-dibenzylamino-octadec-5-ynal

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jo0493065

Reference yield:

: 84379-52-2
(2R,3R)-3-(benzyloxy)butane-1,2,4-triol

: 1053626-17-7
(2R,3S,4S)-3,4-Bis-benzyloxy-2-dibenzylamino-octadec-5-ynal

Guidance literature:: Multi-step reaction with 11 steps

1.1: 91 percent / camphorsulfonic acid / tetrahydrofuran / 2 h / Heating

2.1: pyridinium chlorochroamte; sodium acetate / CH₂Cl₂ / 4 h / 20 °C

3.1: n-BuLi / diethyl ether; hexane / 1 h / -20 °C

3.2: 70 percent / diethyl ether; hexane / -20 - 20 °C

4.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

5.1: 82 percent / L-Selectride / tetrahydrofuran / 1 h / -78 - 20 °C

6.1: NaH; TBAB / tetrahydrofuran / 3 h / Heating

7.1: 1.46 g / H₂SO₄ / methanol; H₂O / 20 °C

8.1: PPh₃; DIAD / CH₂Cl₂ / 3 h / 0 °C

8.2: Me₃SiN₃ / CH₂Cl₂ / 0 - 20 °C

8.3: 61 percent / n-Bu₄NF / tetrahydrofuran / 20 °C

9.1: PPh₃ / tetrahydrofuran; H₂O / 48 h / 20 °C

10.1: 0.99 g / K₂CO₃; NaOH / H₂O / 2 h / Heating

11.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

With sodium hydroxide; n-butyllithium; di-isopropyl azodicarboxylate; sulfuric acid; camphor-10-sulfonic acid; tetrabutylammomium bromide; sodium acetate; L-Selectride; sodium hydride; potassium carbonate; Dess-Martin periodane; triphenylphosphine; pyridinium chlorochromate; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; 4.1: Dess-Martin oxidation / 11.1: Dess-Martin oxidation;
DOI:10.1021/jo0493065

Reference yield:

: 91326-83-9
(4S,5S)-dimethyl 2-phenyl-1,3-dioxolane-4,5-dicarboxylate

: 1053626-17-7
(2R,3S,4S)-3,4-Bis-benzyloxy-2-dibenzylamino-octadec-5-ynal

Guidance literature:: Multi-step reaction with 12 steps

1.1: 80 percent / LiAlH₄; AlCl₃ / diethyl ether / 2 h / Heating

2.1: 91 percent / camphorsulfonic acid / tetrahydrofuran / 2 h / Heating

3.1: pyridinium chlorochroamte; sodium acetate / CH₂Cl₂ / 4 h / 20 °C

4.1: n-BuLi / diethyl ether; hexane / 1 h / -20 °C

4.2: 70 percent / diethyl ether; hexane / -20 - 20 °C

5.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

6.1: 82 percent / L-Selectride / tetrahydrofuran / 1 h / -78 - 20 °C

7.1: NaH; TBAB / tetrahydrofuran / 3 h / Heating

8.1: 1.46 g / H₂SO₄ / methanol; H₂O / 20 °C

9.1: PPh₃; DIAD / CH₂Cl₂ / 3 h / 0 °C

9.2: Me₃SiN₃ / CH₂Cl₂ / 0 - 20 °C

9.3: 61 percent / n-Bu₄NF / tetrahydrofuran / 20 °C

10.1: PPh₃ / tetrahydrofuran; H₂O / 48 h / 20 °C

11.1: 0.99 g / K₂CO₃; NaOH / H₂O / 2 h / Heating

12.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

With sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; aluminium trichloride; di-isopropyl azodicarboxylate; sulfuric acid; camphor-10-sulfonic acid; tetrabutylammomium bromide; sodium acetate; L-Selectride; sodium hydride; potassium carbonate; Dess-Martin periodane; triphenylphosphine; pyridinium chlorochromate; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; 5.1: Dess-Martin oxidation / 12.1: Dess-Martin oxidation;
DOI:10.1021/jo0493065