Hexanoic acid (R)-1-hexanoyloxymethyl-2-[((1R,2R,3S,4R,5S)-2,3,4,5-tetrakis-benzyloxy-cyclohexyloxy)-(2-trimethylsilanyl-ethoxy)-phosphanyloxy]-ethyl ester

Base Information

• Chemical Name: Hexanoic acid (R)-1-hexanoyloxymethyl-2-[((1R,2R,3S,4R,5S)-2,3,4,5-tetrakis-benzyloxy-cyclohexyloxy)-(2-trimethylsilanyl-ethoxy)-phosphanyloxy]-ethyl ester
• CAS No.: 1054801-71-6
• Molecular Formula: C₅₄H₇₅O₁₁PSi
• Molecular Weight: 959.242
• Mol file: 1054801-71-6.mol

Synonyms:

Chemical Property of Hexanoic acid (R)-1-hexanoyloxymethyl-2-[((1R,2R,3S,4R,5S)-2,3,4,5-tetrakis-benzyloxy-cyclohexyloxy)-(2-trimethylsilanyl-ethoxy)-phosphanyloxy]-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Hexanoic acid (R)-1-hexanoyloxymethyl-2-[((1R,2R,3S,4R,5S)-2,3,4,5-tetrakis-benzyloxy-cyclohexyloxy)-(2-trimethylsilanyl-ethoxy)-phosphanyloxy]-ethyl ester

There total 10 articles about Hexanoic acid (R)-1-hexanoyloxymethyl-2-[((1R,2R,3S,4R,5S)-2,3,4,5-tetrakis-benzyloxy-cyclohexyloxy)-(2-trimethylsilanyl-ethoxy)-phosphanyloxy]-ethyl 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:

benzyl (2S)-2,3-bis(hexanoyloxy)-1-propyl ether (108609-67-2) → Hexanoic acid (R)-1-hexanoyloxymethyl-2-[((1R,2R,3S,4R,5S)-2,3,4,5-tetrakis-benzyloxy-cyclohexyloxy)-(2-trimethylsilanyl-ethoxy)-phosphanyloxy]-ethyl ester (1054801-71-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / H₂ / 10percent Pd/C / ethanol; acetic acid / Ambient temperature

2: N,N-diisopropylethylamine / tetrahydrofuran / -78 °C / -78 deg C, 2 h; r.t., 1 h

With hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; acetic acid;

DOI:10.1021/jo00096a023

Reference yield:

hexanoic acid (142-62-1) → Hexanoic acid (R)-1-hexanoyloxymethyl-2-[((1R,2R,3S,4R,5S)-2,3,4,5-tetrakis-benzyloxy-cyclohexyloxy)-(2-trimethylsilanyl-ethoxy)-phosphanyloxy]-ethyl ester (1054801-71-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / DCC, DMAP / CH₂Cl₂ / 10 h / Ambient temperature

2: 87 percent / H₂ / 10percent Pd/C / ethanol; acetic acid / Ambient temperature

3: N,N-diisopropylethylamine / tetrahydrofuran / -78 °C / -78 deg C, 2 h; r.t., 1 h

With dmap; hydrogen; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; acetic acid;

DOI:10.1021/jo00096a023

Reference yield:

1,2-dihexanoyl-sn-glycerol (30403-47-5,75685-80-2) + Phosphorochloridous acid (1R,2R,3S,4R,5S)-2,3,4,5-tetrakis-benzyloxy-cyclohexyl ester 2-trimethylsilanyl-ethyl ester → Hexanoic acid (R)-1-hexanoyloxymethyl-2-[((1R,2R,3S,4R,5S)-2,3,4,5-tetrakis-benzyloxy-cyclohexyloxy)-(2-trimethylsilanyl-ethoxy)-phosphanyloxy]-ethyl ester (1054801-71-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at -78 ℃; -78 deg C, 2 h; r.t., 1 h;

DOI:10.1021/jo00096a023

upstream raw materials:

1,2-dihexanoyl-sn-glycerol

1-O-benzoyl-3,4,5,6-tetra-O-benzyl-myo-inositol

3,4,5,6-tetra-O-benzyl inositol

benzyl (2S)-2,3-bis(hexanoyloxy)-1-propyl ether