Phosphoric acid benzyl ester (R)-2-benzyloxy-3-hexadecyloxy-propyl ester (1R,2R,3S,4R)-2,3,4-tris-benzyloxy-cyclohexyl ester

Base Information

• Chemical Name: Phosphoric acid benzyl ester (R)-2-benzyloxy-3-hexadecyloxy-propyl ester (1R,2R,3S,4R)-2,3,4-tris-benzyloxy-cyclohexyl ester
• CAS No.: 1053641-05-6
• Molecular Formula: C₆₀H₈₁O₉P
• Molecular Weight: 977.271
• Mol file: 1053641-05-6.mol

Synonyms:Phosphoric acid benzyl ester (R)-2-benzyloxy-3-hexadecyloxy-propyl ester (1R,2R,3S,4R)-2,3,4-tris-benzyloxy-cyclohexyl ester

Chemical Property of Phosphoric acid benzyl ester (R)-2-benzyloxy-3-hexadecyloxy-propyl ester (1R,2R,3S,4R)-2,3,4-tris-benzyloxy-cyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phosphoric acid benzyl ester (R)-2-benzyloxy-3-hexadecyloxy-propyl ester (1R,2R,3S,4R)-2,3,4-tris-benzyloxy-cyclohexyl ester

There total 6 articles about Phosphoric acid benzyl ester (R)-2-benzyloxy-3-hexadecyloxy-propyl ester (1R,2R,3S,4R)-2,3,4-tris-benzyloxy-cyclohexyl 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:

(4S,5S,6R)-4,5,6-tris(benzyloxy)octa-1,7-dien-3-ol → Phosphoric acid benzyl ester (R)-2-benzyloxy-3-hexadecyloxy-propyl ester (1R,2R,3S,4R)-2,3,4-tris-benzyloxy-cyclohexyl ester (1053641-05-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: (PCy₃)2Cl₂Ru=CHPh / CH₂Cl₂ / 16 h / 20 °C

1.2: 69 percent / tris(hydroxymethyl)phosphine / CH₂Cl₂ / 20 °C

2.1: 100 percent / H₂ / Pd/C / ethyl acetate / 2.5 h / 760 Torr

3.1: 2,2,6,6-tetramethylpiperidine / CH₂Cl₂ / 1 h / 20 °C

4.1: 4 Angstroem molecular sieves; 5-phenyl-1H-tetrazole / CH₂Cl₂ / 1.5 h / 0 - 20 °C

5.1: t-BuOOH / CH₂Cl₂; hexane / 1 h / 0 °C

With 2,2,6,6-tetramethyl-piperidine; tert.-butylhydroperoxide; 5-Phenyl-1H-tetrazole; 4 A molecular sieve; hydrogen; palladium on activated charcoal; Grubbs catalyst first generation; In hexane; dichloromethane; ethyl acetate;

DOI:10.1039/b411021h

Reference yield:

Phosphorous acid benzyl ester (R)-2-benzyloxy-3-hexadecyloxy-propyl ester (1R,2R,3S,4R)-2,3,4-tris-benzyloxy-cyclohexyl ester → Phosphoric acid benzyl ester (R)-2-benzyloxy-3-hexadecyloxy-propyl ester (1R,2R,3S,4R)-2,3,4-tris-benzyloxy-cyclohexyl ester (1053641-05-6)

Guidance literature:

With tert.-butylhydroperoxide; In hexane; dichloromethane; at 0 ℃; for 1h;

DOI:10.1039/b411021h

Reference yield:

(-)-(1R,2S,3S,4R)-2,3,4-tribenzyloxy-5-cyclohexene-1-ol (220564-16-9) → Phosphoric acid benzyl ester (R)-2-benzyloxy-3-hexadecyloxy-propyl ester (1R,2R,3S,4R)-2,3,4-tris-benzyloxy-cyclohexyl ester (1053641-05-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / H₂ / Pd/C / ethyl acetate / 2.5 h / 760 Torr

2: 2,2,6,6-tetramethylpiperidine / CH₂Cl₂ / 1 h / 20 °C

3: 4 Angstroem molecular sieves; 5-phenyl-1H-tetrazole / CH₂Cl₂ / 1.5 h / 0 - 20 °C

4: t-BuOOH / CH₂Cl₂; hexane / 1 h / 0 °C

With 2,2,6,6-tetramethyl-piperidine; tert.-butylhydroperoxide; 5-Phenyl-1H-tetrazole; 4 A molecular sieve; hydrogen; palladium on activated charcoal; In hexane; dichloromethane; ethyl acetate;

DOI:10.1039/b411021h

upstream raw materials:

(benzyloxy)chloro(diisopropylamino)phosphane

(-)-(1R,2S,3S,4R)-2,3,4-tribenzyloxy-5-cyclohexene-1-ol

(4R,5S,6R)-4,5,6-tris(benzyloxy)cyclohex-2-en-1-one

(1S,4S,5S,6S)-4,5,6-tris(benzyloxy)cyclohex-2-enol