(R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R,6R)-2-benzyloxycarbonyloxymethyl-5-(2,2-difluoro-tetradecanoylamino)-3-hydroxy-6-pent-4-enyloxy-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:(R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R,6R)-2-benzyloxycarbonyloxymethyl-5-(2,2-difluoro-tetradecanoylamino)-3-hydroxy-6-pent-4-enyloxy-tetrahydro-pyran-4-yl ester
CAS No.:173158-84-4
Molecular Formula:C₆₁H₁₀₃F₂NO₁₁
Molecular Weight:1064.49
Hs Code.:

(R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R,6R)-2-benzyloxycarbonyloxymethyl-5-(2,2-difluoro-tetradecanoylamino)-3-hydroxy-6-pent-4-enyloxy-tetrahydro-pyran-4-yl ester

Synonyms:(R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R,6R)-2-benzyloxycarbonyloxymethyl-5-(2,2-difluoro-tetradecanoylamino)-3-hydroxy-6-pent-4-enyloxy-tetrahydro-pyran-4-yl ester

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Chemical Property of (R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R,6R)-2-benzyloxycarbonyloxymethyl-5-(2,2-difluoro-tetradecanoylamino)-3-hydroxy-6-pent-4-enyloxy-tetrahydro-pyran-4-yl ester

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Technology Process of (R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R,6R)-2-benzyloxycarbonyloxymethyl-5-(2,2-difluoro-tetradecanoylamino)-3-hydroxy-6-pent-4-enyloxy-tetrahydro-pyran-4-yl ester

There total 9 articles about (R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R,6R)-2-benzyloxycarbonyloxymethyl-5-(2,2-difluoro-tetradecanoylamino)-3-hydroxy-6-pent-4-enyloxy-tetrahydro-pyran-4-yl 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: 68.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 173158-83-3
(R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3R,4R,5S,6R)-3-(2,2-difluoro-tetradecanoylamino)-5-hydroxy-6-hydroxymethyl-2-pent-4-enyloxy-tetrahydro-pyran-4-yl ester

: 173158-84-4
(R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R,6R)-2-benzyloxycarbonyloxymethyl-5-(2,2-difluoro-tetradecanoylamino)-3-hydroxy-6-pent-4-enyloxy-tetrahydro-pyran-4-yl ester

Guidance literature:: With pyridine; In tetrahydrofuran; at 24 ℃; for 1h;
DOI:10.1016/0008-6215(95)00402-5

Reference yield:

: 7139-63-1
1,3,4,6-tetra-O-acetyl-2-(trifluoroacetamido)-2-deoxy-β-D-glucopyranoside

: 173158-84-4
(R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R,6R)-2-benzyloxycarbonyloxymethyl-5-(2,2-difluoro-tetradecanoylamino)-3-hydroxy-6-pent-4-enyloxy-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 74 percent / CaSO₄, FeCl₃ / CH₂Cl₂ / 5 h / Ambient temperature

2: 28percent aq. ammonium hydroxide / methanol / 6 h / 25 °C

3: pyridinium p-toluenesulphonate / dimethylformamide / 6 h / 24 °C

4: 88 percent / aq. KOH / ethanol / 1 h / 24 °C

5: 87 percent / Et₃N / CH₂Cl₂ / 1 h / 24 °C

6: 84 percent / DCC, 4-dimethylaminopyridine / CH₂Cl₂ / 1 h / Ambient temperature

7: 98 percent / aq. AcOH / tetrahydrofuran / 8 h / 60 °C

8: 68 percent / pyridine / tetrahydrofuran / 1 h / 24 °C

With pyridine; dmap; calcium sulfate; potassium hydroxide; ammonium hydroxide; pyridinium p-toluenesulfonate; iron(III) chloride; acetic acid; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(95)00402-5

Reference yield:

: 821-09-0
n-Pent-4-enyl alcohol

: 173158-84-4
(R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R,6R)-2-benzyloxycarbonyloxymethyl-5-(2,2-difluoro-tetradecanoylamino)-3-hydroxy-6-pent-4-enyloxy-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 74 percent / CaSO₄, FeCl₃ / CH₂Cl₂ / 5 h / Ambient temperature

2: 28percent aq. ammonium hydroxide / methanol / 6 h / 25 °C

3: pyridinium p-toluenesulphonate / dimethylformamide / 6 h / 24 °C

4: 88 percent / aq. KOH / ethanol / 1 h / 24 °C

5: 87 percent / Et₃N / CH₂Cl₂ / 1 h / 24 °C

6: 84 percent / DCC, 4-dimethylaminopyridine / CH₂Cl₂ / 1 h / Ambient temperature

7: 98 percent / aq. AcOH / tetrahydrofuran / 8 h / 60 °C

8: 68 percent / pyridine / tetrahydrofuran / 1 h / 24 °C

With pyridine; dmap; calcium sulfate; potassium hydroxide; ammonium hydroxide; pyridinium p-toluenesulfonate; iron(III) chloride; acetic acid; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(95)00402-5