4,8-anhydro-2,3,5,9-tetradeoxy-7-O-diphenylphosphono-9-fluoro-5-[(R)-3-(hydroxy)tetradecanoylamino]-6-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-nononic acid

Base Information

Chemical Name:4,8-anhydro-2,3,5,9-tetradeoxy-7-O-diphenylphosphono-9-fluoro-5-[(R)-3-(hydroxy)tetradecanoylamino]-6-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-nononic acid
CAS No.:352522-56-6
Molecular Formula:C₆₃H₁₀₃FNO₁₃P
Molecular Weight:1132.48
Hs Code.:

4,8-anhydro-2,3,5,9-tetradeoxy-7-O-diphenylphosphono-9-fluoro-5-[(R)-3-(hydroxy)tetradecanoylamino]-6-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-nononic acid

Synonyms:4,8-anhydro-2,3,5,9-tetradeoxy-7-O-diphenylphosphono-9-fluoro-5-[(R)-3-(hydroxy)tetradecanoylamino]-6-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-nononic acid

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 4,8-anhydro-2,3,5,9-tetradeoxy-7-O-diphenylphosphono-9-fluoro-5-[(R)-3-(hydroxy)tetradecanoylamino]-6-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-nononic acid

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 4,8-anhydro-2,3,5,9-tetradeoxy-7-O-diphenylphosphono-9-fluoro-5-[(R)-3-(hydroxy)tetradecanoylamino]-6-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-nononic acid

There total 13 articles about 4,8-anhydro-2,3,5,9-tetradeoxy-7-O-diphenylphosphono-9-fluoro-5-[(R)-3-(hydroxy)tetradecanoylamino]-6-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-nononic 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:

: 4,8-anhydro-5-[(R)-3-(benzyloxytetradecanoyl)amino]-2,3,5-trideoxy-7-O-diphenylphosphono-9-fluoro-6-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-nononic acid

: 352522-56-6
4,8-anhydro-2,3,5,9-tetradeoxy-7-O-diphenylphosphono-9-fluoro-5-[(R)-3-(hydroxy)tetradecanoylamino]-6-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-nononic acid

Guidance literature:: With hydrogen; palladium dihydroxide; In ethanol; at 20 ℃; for 2h;
DOI:10.1016/S0008-6215(01)00290-7

Reference yield:

: 73446-41-0
3,4,6-tri-O-acetyl-2-(benzoyloxycarbonyl)amino-2-deoxy-α-D-glucopyranosyl bromide

: 352522-56-6
4,8-anhydro-2,3,5,9-tetradeoxy-7-O-diphenylphosphono-9-fluoro-5-[(R)-3-(hydroxy)tetradecanoylamino]-6-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-nononic acid

Guidance literature:: Multi-step reaction with 13 steps

1: 60 percent / 2,2'-azobis-(2,4-dimethyl-4-methoxyvaleronitrile); Bu₃SnH / diethyl ether / 1 h / 20 °C

2: H₂ / Pd(OH)2/C / ethanol / 0.33 h / 20 °C

3: 626 mg / 3-(3-dimrthylaminopropyl)-1-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 20 °C

4: NaOMe / methanol / 0.33 h / 20 °C

5: 485 mg / TsOH*H₂O / dimethylformamide / 1 h / 20 °C

6: 88 percent / DMAP; DCC / CH₂Cl₂ / 7 h / 20 °C

7: 95 percent / TsOH*H₂O / methanol / 2 h / 20 °C

8: 93 percent / pyridine / CH₂Cl₂ / 5 h / 20 °C

9: 94 percent / DMAP / CH₂Cl₂ / 4 h / 20 °C

10: 99 percent / H₂ / Pd(en)/C / tetrahydrofuran / 3 h / 20 °C

11: 71 percent / diethylaminosulfur trifluoride / CH₂Cl₂ / 0 °C

12: TFA / CH₂Cl₂ / 4 h / 20 °C

13: 35.6 mg / H₂ / Pd(OH)2/C / ethanol / 2 h / 20 °C

With pyridine; dmap; 2,2’-azobis(4-methoxy-2,4-dimethyl)valeronitrile; diethylamino-sulfur trifluoride; hydrogen; tri-n-butyl-tin hydride; sodium methylate; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium dihydroxide; Pd(en)/C; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(01)00290-7

Reference yield:

: 6,7,9-tri-O-acetyl-5-amino-4,8-anhydro-2,3,5-trideoxy-D-glycero-D-ido-nononic acid tert-butyl ester

: 352522-56-6
4,8-anhydro-2,3,5,9-tetradeoxy-7-O-diphenylphosphono-9-fluoro-5-[(R)-3-(hydroxy)tetradecanoylamino]-6-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-nononic acid

Guidance literature:: Multi-step reaction with 11 steps

1: 626 mg / 3-(3-dimrthylaminopropyl)-1-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 20 °C

2: NaOMe / methanol / 0.33 h / 20 °C

3: 485 mg / TsOH*H₂O / dimethylformamide / 1 h / 20 °C

4: 88 percent / DMAP; DCC / CH₂Cl₂ / 7 h / 20 °C

5: 95 percent / TsOH*H₂O / methanol / 2 h / 20 °C

6: 93 percent / pyridine / CH₂Cl₂ / 5 h / 20 °C

7: 94 percent / DMAP / CH₂Cl₂ / 4 h / 20 °C

8: 99 percent / H₂ / Pd(en)/C / tetrahydrofuran / 3 h / 20 °C

9: 71 percent / diethylaminosulfur trifluoride / CH₂Cl₂ / 0 °C

10: TFA / CH₂Cl₂ / 4 h / 20 °C

11: 35.6 mg / H₂ / Pd(OH)2/C / ethanol / 2 h / 20 °C

With pyridine; dmap; diethylamino-sulfur trifluoride; hydrogen; sodium methylate; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium dihydroxide; Pd(en)/C; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(01)00290-7