1-O-Benzyl-2-O-[(3R,7R,11S,15S)-16-tert-butyldimethylsilyloxy-3,7,11,15-tetramethylhexadecanyl]-3-O-[(3R,7R,11R)-3,7,11,15-tetramethylhexadecanyl]-sn-glycerol

Base Information

Chemical Name:1-O-Benzyl-2-O-[(3R,7R,11S,15S)-16-tert-butyldimethylsilyloxy-3,7,11,15-tetramethylhexadecanyl]-3-O-[(3R,7R,11R)-3,7,11,15-tetramethylhexadecanyl]-sn-glycerol
CAS No.:307949-97-9
Molecular Formula:C₅₆H₁₀₈O₄Si
Molecular Weight:873.557
Hs Code.:

1-O-Benzyl-2-O-[(3R,7R,11S,15S)-16-tert-butyldimethylsilyloxy-3,7,11,15-tetramethylhexadecanyl]-3-O-[(3R,7R,11R)-3,7,11,15-tetramethylhexadecanyl]-sn-glycerol

Synonyms:1-O-Benzyl-2-O-[(3R,7R,11S,15S)-16-tert-butyldimethylsilyloxy-3,7,11,15-tetramethylhexadecanyl]-3-O-[(3R,7R,11R)-3,7,11,15-tetramethylhexadecanyl]-sn-glycerol

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Chemical Property of 1-O-Benzyl-2-O-[(3R,7R,11S,15S)-16-tert-butyldimethylsilyloxy-3,7,11,15-tetramethylhexadecanyl]-3-O-[(3R,7R,11R)-3,7,11,15-tetramethylhexadecanyl]-sn-glycerol

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Technology Process of 1-O-Benzyl-2-O-[(3R,7R,11S,15S)-16-tert-butyldimethylsilyloxy-3,7,11,15-tetramethylhexadecanyl]-3-O-[(3R,7R,11R)-3,7,11,15-tetramethylhexadecanyl]-sn-glycerol

There total 1 articles about 1-O-Benzyl-2-O-[(3R,7R,11S,15S)-16-tert-butyldimethylsilyloxy-3,7,11,15-tetramethylhexadecanyl]-3-O-[(3R,7R,11R)-3,7,11,15-tetramethylhexadecanyl]-sn-glycerol 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-Benzyloxymethyl-2-((2R,6R,10R)-2,6,10,14-tetramethyl-pentadecyl)-[1,3]dioxolane

: 307949-97-9
1-O-Benzyl-2-O-[(3R,7R,11S,15S)-16-tert-butyldimethylsilyloxy-3,7,11,15-tetramethylhexadecanyl]-3-O-[(3R,7R,11R)-3,7,11,15-tetramethylhexadecanyl]-sn-glycerol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 50 percent / DIBAL-H / toluene / 16.08 h / 0 - 20 °C

2.1: NaH / dimethylsulfoxide / 0.5 h / 20 °C

2.2: 61 percent / dimethylsulfoxide / 20 - 40 °C

With sodium hydride; diisobutylaluminium hydride; In dimethyl sulfoxide; toluene; 1.1: Ring cleavage / 2.1: Metallation / 2.2: Etherification;
DOI:10.1002/1521-3765(20000915)6:18<3351::AID-CHEM3351>3.0.CO;2-4

Reference yield: 89.0%

: 307949-97-9
1-O-Benzyl-2-O-[(3R,7R,11S,15S)-16-tert-butyldimethylsilyloxy-3,7,11,15-tetramethylhexadecanyl]-3-O-[(3R,7R,11R)-3,7,11,15-tetramethylhexadecanyl]-sn-glycerol

: 307949-98-0
1-O-Benzyl-2-O-[(3R,7R,11S,15S)-16-hydroxy-3,7,11,15-tetramethylhexadecanyl]-3-O-[(3R,7R,11R)-3,7,11,15-tetramethylhexadecanyl]-sn-glycerol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 8h;
DOI:10.1002/1521-3765(20000915)6:18<3351::AID-CHEM3351>3.0.CO;2-4

Reference yield:

: 307949-97-9
1-O-Benzyl-2-O-[(3R,7R,11S,15S)-16-tert-butyldimethylsilyloxy-3,7,11,15-tetramethylhexadecanyl]-3-O-[(3R,7R,11R)-3,7,11,15-tetramethylhexadecanyl]-sn-glycerol

: 307949-99-1
1-O-Benzyl-2-O-[(3R,7R,11S,15S)-15-formyl-3,7,11,15-tetramethylpentadecanyl]-3-O-[(3R,7R,11R)-3,7,11,15-tetramethylhexadecanyl]-sn-glycerol

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / TBAF / tetrahydrofuran / 8 h / 20 °C

2: 80 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - -25 °C

With oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 1: Substitution / 2: Oxidation;
DOI:10.1002/1521-3765(20000915)6:18<3351::AID-CHEM3351>3.0.CO;2-4