Phosphoric acid (2R,4aR,6S,7R,8R,8aR)-7-((R)-3-benzyloxymethoxy-tetradecanoylamino)-8-hydroxy-2-phenyl-hexahydro-benzo[1,3]dioxin-6-yl ester diphenyl ester

Base Information

• Chemical Name: Phosphoric acid (2R,4aR,6S,7R,8R,8aR)-7-((R)-3-benzyloxymethoxy-tetradecanoylamino)-8-hydroxy-2-phenyl-hexahydro-benzo[1,3]dioxin-6-yl ester diphenyl ester
• CAS No.: 143465-59-2
• Molecular Formula: C₄₈H₆₂NO₁₀P
• Molecular Weight: 843.995

Synonyms:Phosphoric acid (2R,4aR,6S,7R,8R,8aR)-7-((R)-3-benzyloxymethoxy-tetradecanoylamino)-8-hydroxy-2-phenyl-hexahydro-benzo[1,3]dioxin-6-yl ester diphenyl ester

Chemical Property of Phosphoric acid (2R,4aR,6S,7R,8R,8aR)-7-((R)-3-benzyloxymethoxy-tetradecanoylamino)-8-hydroxy-2-phenyl-hexahydro-benzo[1,3]dioxin-6-yl ester diphenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phosphoric acid (2R,4aR,6S,7R,8R,8aR)-7-((R)-3-benzyloxymethoxy-tetradecanoylamino)-8-hydroxy-2-phenyl-hexahydro-benzo[1,3]dioxin-6-yl ester diphenyl ester

There total 8 articles about Phosphoric acid (2R,4aR,6S,7R,8R,8aR)-7-((R)-3-benzyloxymethoxy-tetradecanoylamino)-8-hydroxy-2-phenyl-hexahydro-benzo[1,3]dioxin-6-yl ester diphenyl 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:

(1S,2S,3R,4R,5R)-3,4-di-O-benzyl-2-benzylamino-5-C-hydroxymethyl-1,3,4-cyclohexanetriol (143465-64-9) → Phosphoric acid (2R,4aR,6S,7R,8R,8aR)-7-((R)-3-benzyloxymethoxy-tetradecanoylamino)-8-hydroxy-2-phenyl-hexahydro-benzo[1,3]dioxin-6-yl ester diphenyl ester (143465-59-2)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂, HCl / 20percent Pd(OH)2 / methanol

2: 62 percent / DIEA / dimethylformamide

3: 50 percent / p-TsOH / dimethylformamide

4: 1.) n-BuLi / 1.) THF, -78 deg C

With hydrogenchloride; n-butyllithium; hydrogen; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(92)80009-9

Reference yield:

(3aS,4R,5R,7aS)-3-Benzyl-4,5-bis-benzyloxy-6-hydroxymethyl-hexahydro-benzooxazol-2-one (106265-22-9,106295-31-2,143465-48-9,143465-62-7) → Phosphoric acid (2R,4aR,6S,7R,8R,8aR)-7-((R)-3-benzyloxymethoxy-tetradecanoylamino)-8-hydroxy-2-phenyl-hexahydro-benzo[1,3]dioxin-6-yl ester diphenyl ester (143465-59-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 62 percent / NaOH / ethanol / Heating

2: H₂, HCl / 20percent Pd(OH)2 / methanol

3: 62 percent / DIEA / dimethylformamide

4: 50 percent / p-TsOH / dimethylformamide

5: 1.) n-BuLi / 1.) THF, -78 deg C

With hydrogenchloride; sodium hydroxide; n-butyllithium; hydrogen; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(92)80009-9

Reference yield:

(1S,2S,3R,4R)-3,4-di-O-benzyl-2-benzylamino-1,2-N,O-carbonyl-5-methoxymethylene-1,3,4-cyclohexanetriol (106265-19-4) → Phosphoric acid (2R,4aR,6S,7R,8R,8aR)-7-((R)-3-benzyloxymethoxy-tetradecanoylamino)-8-hydroxy-2-phenyl-hexahydro-benzo[1,3]dioxin-6-yl ester diphenyl ester (143465-59-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) Hg(OAc)2, 2.) NaBH₄ / 1.) MeCN, H₂O, 0 deg C

2: 62 percent / NaOH / ethanol / Heating

3: H₂, HCl / 20percent Pd(OH)2 / methanol

4: 62 percent / DIEA / dimethylformamide

5: 50 percent / p-TsOH / dimethylformamide

6: 1.) n-BuLi / 1.) THF, -78 deg C

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; n-butyllithium; mercury(II) diacetate; hydrogen; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(92)80009-9

upstream raw materials:

(R)-3-Benzyloxymethoxy-tetradecanoic acid ((2R,4aR,6S,7S,8R,8aR)-6,8-dihydroxy-2-phenyl-hexahydro-benzo[1,3]dioxin-7-yl)-amide

chlorophosphoric acid diphenyl ester

benzaldehyde dimethyl acetal

(1S,2S,3R,4R,5R)-2-amino-5-C-hydroxymethyl-1,3,4-cyclohexanetriol hydrochloride

Downstream raw materials:

(R)-3-Benzyloxymethoxy-tetradecanoic acid (2R,4aR,6S,7R,8R,8aR)-7-((R)-3-benzyloxymethoxy-tetradecanoylamino)-6-(diphenoxy-phosphoryloxy)-2-phenyl-hexahydro-benzo[1,3]dioxin-8-yl ester

(R)-3-Hydroxy-tetradecanoic acid (1R,2R,3S,5R,6R)-3-(diphenoxy-phosphoryloxy)-6-hydroxy-5-hydroxymethyl-2-((R)-3-hydroxy-tetradecanoylamino)-cyclohexyl ester

1D-(1,2,4/3,5)-3-O-<(R)-3-hydroxytetradecanoyl>-2-<(R)-3-hydroxytetradecanoylamido>-1-O-phosphono-5-C-hydroxymethyl-1,3,4-cyclohexanetriol

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