2,6-anhydro-3-deoxy-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-3-tetradecanamido-D-glycero-D-ido-heptonic acid

Base Information

Chemical Name:2,6-anhydro-3-deoxy-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-3-tetradecanamido-D-glycero-D-ido-heptonic acid
CAS No.:338951-37-4
Molecular Formula:C₅₉H₁₀₀NO₁₁P
Molecular Weight:1030.42
Hs Code.:

Synonyms:2,6-anhydro-3-deoxy-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-3-tetradecanamido-D-glycero-D-ido-heptonic acid

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Chemical Property of 2,6-anhydro-3-deoxy-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-3-tetradecanamido-D-glycero-D-ido-heptonic acid

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Technology Process of 2,6-anhydro-3-deoxy-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-3-tetradecanamido-D-glycero-D-ido-heptonic acid

There total 13 articles about 2,6-anhydro-3-deoxy-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-3-tetradecanamido-D-glycero-D-ido-heptonic acid 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: 78.0%

: 338951-81-8
diphenylmethyl 2,6-anhydro-3-deoxy-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-3-tetradecanamido-D-glycero-D-ido-heptonate

: 338951-37-4
2,6-anhydro-3-deoxy-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-3-tetradecanamido-D-glycero-D-ido-heptonic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 2h;
DOI:10.1016/S0008-6215(01)00055-6

Reference yield:

: 354567-15-0
(4R)-2,4-diundexyl-1,3-dioxane

: 338951-37-4
2,6-anhydro-3-deoxy-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-3-tetradecanamido-D-glycero-D-ido-heptonic acid

Guidance literature:: Multi-step reaction with 13 steps

1.1: 89 percent / DIBAL / CH₂Cl₂ / 5 h / 20 °C

2.1: 98 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

3.1: 73 percent / NaH / dimethylformamide / 20 h / 20 °C

4.1: 70 percent / SeO₂; AcOH / dioxane / 1 h / Heating

5.1: 91 percent / DBU / CH₂Cl₂ / 1 h / 0 °C

6.1: 75 percent / 4A MS / CH₂Cl₂ / 1 h / 20 °C

7.1: PPh₃; NH₃ / tetrahydrofuran; H₂O / 24 h / 60 °C

8.1: 84 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

9.1: HCl; water / dioxane / 3 h / 60 °C

9.2: 46 percent / dimethylformamide / 1 h / 60 °C

10.1: 89 percent / DMAP / CH₂Cl₂ / 3 h / 20 °C

11.1: 97 percent / DMAP / CH₂Cl₂ / 2 h / 20 °C

12.1: 91 percent / HCl; water / tetrahydrofuran / 6 h / 20 °C

13.1: 78 percent / H₂ / Pd/C / ethanol / 2 h / 20 °C

With hydrogenchloride; dmap; selenium(IV) oxide; ammonia; water; hydrogen; sodium hydride; diisobutylaluminium hydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(01)00055-6

Reference yield:

: 354567-16-1
(4R)-3-dodecyloxy-1-hydroxytetradecane

: 338951-37-4
2,6-anhydro-3-deoxy-5-O-diphenylphosphono-4-O-[(R)-3-(dodecyloxy)tetradecyl]-3-tetradecanamido-D-glycero-D-ido-heptonic acid

Guidance literature:: Multi-step reaction with 12 steps

1.1: 98 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

2.1: 73 percent / NaH / dimethylformamide / 20 h / 20 °C

3.1: 70 percent / SeO₂; AcOH / dioxane / 1 h / Heating

4.1: 91 percent / DBU / CH₂Cl₂ / 1 h / 0 °C

5.1: 75 percent / 4A MS / CH₂Cl₂ / 1 h / 20 °C

6.1: PPh₃; NH₃ / tetrahydrofuran; H₂O / 24 h / 60 °C

7.1: 84 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

8.1: HCl; water / dioxane / 3 h / 60 °C

8.2: 46 percent / dimethylformamide / 1 h / 60 °C

9.1: 89 percent / DMAP / CH₂Cl₂ / 3 h / 20 °C

10.1: 97 percent / DMAP / CH₂Cl₂ / 2 h / 20 °C

11.1: 91 percent / HCl; water / tetrahydrofuran / 6 h / 20 °C

12.1: 78 percent / H₂ / Pd/C / ethanol / 2 h / 20 °C

With hydrogenchloride; dmap; selenium(IV) oxide; ammonia; water; hydrogen; sodium hydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(01)00055-6