1-O-benzyl-2,3-bis-O-((3R,7R,11S,15E)-17-hydroxy-3,7,11-trimethyl-[14,14-2H₂]heptadec-15-en-1-yl)-sn-glycerol

Base Information

• Chemical Name: 1-O-benzyl-2,3-bis-O-((3R,7R,11S,15E)-17-hydroxy-3,7,11-trimethyl-[14,14-2H₂]heptadec-15-en-1-yl)-sn-glycerol
• CAS No.: 218462-09-0
• Molecular Formula: C₅₀H₉₀O₅
• Molecular Weight: 775.23

Synonyms:1-O-benzyl-2,3-bis-O-((3R,7R,11S,15E)-17-hydroxy-3,7,11-trimethyl-[14,14-2H₂]heptadec-15-en-1-yl)-sn-glycerol

Chemical Property of 1-O-benzyl-2,3-bis-O-((3R,7R,11S,15E)-17-hydroxy-3,7,11-trimethyl-[14,14-2H₂]heptadec-15-en-1-yl)-sn-glycerol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-O-benzyl-2,3-bis-O-((3R,7R,11S,15E)-17-hydroxy-3,7,11-trimethyl-[14,14-2H₂]heptadec-15-en-1-yl)-sn-glycerol

There total 15 articles about 1-O-benzyl-2,3-bis-O-((3R,7R,11S,15E)-17-hydroxy-3,7,11-trimethyl-[14,14-2H₂]heptadec-15-en-1-yl)-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: 48.0%

1-O-benzyl-2,3-bis-O-((3R,7R,11S)-17-hydroxy-3,7,11-trimethyl-[14,14-2H2]heptadec-15-yn-1-yl)-sn-glycerol (218462-08-9) → 1-O-benzyl-2,3-bis-O-((3R,7R,11S,15E)-17-hydroxy-3,7,11-trimethyl-[14,14-2H2]heptadec-15-en-1-yl)-sn-glycerol (218462-09-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 20h; Ambient temperature;

DOI:10.1246/bcsj.71.2419

Reference yield:

(2S)-3-(benzyloxy)propane-1,2-diol (17325-85-8) → 1-O-benzyl-2,3-bis-O-((3R,7R,11S,15E)-17-hydroxy-3,7,11-trimethyl-[14,14-2H2]heptadec-15-en-1-yl)-sn-glycerol (218462-09-0)

Guidance literature:

Multi-step reaction with 10 steps

1: 54 percent / NaH / dimethylsulfoxide / 48 h / Ambient temperature

2: 1.) ozone, 2.) NaBH₄ / 1.) MeOH, -78 deg C, 1.5 h, 2.) MeOH, room temp., 5 h

3: Jones' reagent / acetone / 4 h / 0 °C

4: diethyl ether / 3 h / 0 °C

5: 94 percent / LiAlD₄ / tetrahydrofuran / 12 h / 0 °C

6: 99 percent / DMAP, Et₃N / CH₂Cl₂ / 5 h / 0 °C

7: 91 percent / LiBr / dimethylformamide / 11 h / 50 °C

8: BuLi / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / 1.) -78 deg C, 20 min, 2.) room temp., 1 h

9: aq. HCl / tetrahydrofuran; methanol / 12 h / Ambient temperature

10: 48 percent / LiAlH₄ / tetrahydrofuran / 20 h / Ambient temperature

With hydrogenchloride; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; jones' reagent; lithium aluminium deuteride; sodium hydride; ozone; triethylamine; lithium bromide; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;

DOI:10.1246/bcsj.71.2419

Reference yield:

(R)-3,7-dimethyl-6-octenyl iodide (55816-07-4,59182-95-5,145678-85-9,69308-74-3) → 1-O-benzyl-2,3-bis-O-((3R,7R,11S,15E)-17-hydroxy-3,7,11-trimethyl-[14,14-2H2]heptadec-15-en-1-yl)-sn-glycerol (218462-09-0)

Guidance literature:

Multi-step reaction with 13 steps

1: 87 percent / BuLi, HMPA / tetrahydrofuran; hexane / 4 h / -25 °C

2: 64 percent / Li / liquid ammonia; tetrahydrofuran / 1.) -78 deg C, 25 min, 2.) 0 deg C, 2 h

3: 97 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

4: 54 percent / NaH / dimethylsulfoxide / 48 h / Ambient temperature

5: 1.) ozone, 2.) NaBH₄ / 1.) MeOH, -78 deg C, 1.5 h, 2.) MeOH, room temp., 5 h

6: Jones' reagent / acetone / 4 h / 0 °C

7: diethyl ether / 3 h / 0 °C

8: 94 percent / LiAlD₄ / tetrahydrofuran / 12 h / 0 °C

9: 99 percent / DMAP, Et₃N / CH₂Cl₂ / 5 h / 0 °C

10: 91 percent / LiBr / dimethylformamide / 11 h / 50 °C

11: BuLi / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / 1.) -78 deg C, 20 min, 2.) room temp., 1 h

12: aq. HCl / tetrahydrofuran; methanol / 12 h / Ambient temperature

13: 48 percent / LiAlH₄ / tetrahydrofuran / 20 h / Ambient temperature

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; jones' reagent; lithium aluminium deuteride; lithium; sodium hydride; ozone; triethylamine; lithium bromide; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; dichloromethane; ammonia; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;

DOI:10.1246/bcsj.71.2419

upstream raw materials:

1-O-benzyl-2,3-bis-O-((3R,7R,11S)-17-hydroxy-3,7,11-trimethyl-[14,14-2H₂]heptadec-15-yn-1-yl)-sn-glycerol

(2S)-3-(benzyloxy)propane-1,2-diol

(R)-3,7-dimethyl-6-octenyl iodide

(2S,6R)-8-(benzyloxy)-1-(phenylsulfonyl)-2,6-dimethyloctane

Downstream raw materials:

1-O-benzyl-2,3-bis-O-((3R,7R,11S,15S)-15-formyl-3,7,11,15-tetramethyl-[14,14-2H₂]pentadecyl)-sn-glycerol

(2S,7R,11R,15S,19S,22S,26S,30R,34R)-2-benzyloxymethyl-7,11,15,19,22,26,30,34-octamethyl-1,4-dioxa-[18,18,23,23-2H₄]cyclohexatriacont-20-ene

1-O-benzyl-2,3-bis-O-((3R,7R,11S,15R,16R)-15,16-epoxy-17-hydroxy-3,7,11-trimethyl-[14,14-2H₂]heptadecyl)-sn-glycerol

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 218462-09-0 1-O-benzyl-2,3-bis-O-((3R,7R,11S,15E)-17-hydroxy-3,7,11-trimethyl-[14,14-2H₂]heptadec-15-en-1-yl)-sn-glycerol

Send

Send

Metric Ton KG G Pound L ML

Send

Send