(2R,3S,4S,5S)-2-allyl-4-(benzyloxy)-5-(benzyloxymethyl)-2-methyltetrahydrofuran-3-ol

Base Information

• Chemical Name: (2R,3S,4S,5S)-2-allyl-4-(benzyloxy)-5-(benzyloxymethyl)-2-methyltetrahydrofuran-3-ol
• CAS No.: 1374552-67-6
• Molecular Formula: C₂₃H₂₈O₄
• Molecular Weight: 368.473

Synonyms:(2R,3S,4S,5S)-2-allyl-4-(benzyloxy)-5-(benzyloxymethyl)-2-methyltetrahydrofuran-3-ol

Chemical Property of (2R,3S,4S,5S)-2-allyl-4-(benzyloxy)-5-(benzyloxymethyl)-2-methyltetrahydrofuran-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,4S,5S)-2-allyl-4-(benzyloxy)-5-(benzyloxymethyl)-2-methyltetrahydrofuran-3-ol

There total 5 articles about (2R,3S,4S,5S)-2-allyl-4-(benzyloxy)-5-(benzyloxymethyl)-2-methyltetrahydrofuran-3-ol 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: 86.0%

1-deoxy-4-benzyloxy-5-(benzyloxymethyl)-2,3-O-isopropylidene-L-sorbofuranose (1374552-68-7) + allyl-trimethyl-silane (762-72-1) → (2R,3S,4S,5S)-2-allyl-4-(benzyloxy)-5-(benzyloxymethyl)-2-methyltetrahydrofuran-3-ol (1374552-67-6)

Guidance literature:

With trifluoroborane diethyl ether; In dichloromethane; at -78 - 27 ℃; for 1h;

DOI:10.1002/ejoc.201101605

Reference yield:

1-deoxy-1-iodo-2,3:4,6-di-O-isopropylidene-α-L-sorbofuranose (38084-00-3,131182-31-5) → (2R,3S,4S,5S)-2-allyl-4-(benzyloxy)-5-(benzyloxymethyl)-2-methyltetrahydrofuran-3-ol (1374552-67-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / 10 h / 27 °C

2: sulfuric acid / methanol / 10 h / 27 °C

3: sodium hydride / N,N-dimethyl-formamide / 4 h / 0 - 27 °C

4: trifluoroborane diethyl ether / dichloromethane / 1 h / -78 - 27 °C

With 2,2'-azobis(isobutyronitrile); sulfuric acid; tri-n-butyl-tin hydride; trifluoroborane diethyl ether; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.201101605

Reference yield:

(3aS,5S,6R,6aS)-5-Hydroxymethyl-2,2,3a-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol (83032-06-8,38084-10-5) → (2R,3S,4S,5S)-2-allyl-4-(benzyloxy)-5-(benzyloxymethyl)-2-methyltetrahydrofuran-3-ol (1374552-67-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / N,N-dimethyl-formamide / 4 h / 0 - 27 °C

2: trifluoroborane diethyl ether / dichloromethane / 1 h / -78 - 27 °C

With trifluoroborane diethyl ether; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.201101605

upstream raw materials:

1-deoxy-1-iodo-2,3:4,6-di-O-isopropylidene-α-L-sorbofuranose

(3aS,5S,6R,6aS)-5-Hydroxymethyl-2,2,3a-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

1-deoxy-4-benzyloxy-5-(benzyloxymethyl)-2,3-O-isopropylidene-L-sorbofuranose

allyl-trimethyl-silane

Downstream raw materials:

C₁₆H₂₂O₃

[(2S,3R,5R)-3-(benzyloxy)-5-methyl-5-propyltetrahydrofuran-2-yl]-methanol

4-[(2S,3R,5R)-3-(benzyloxy)-5-methyl-5-propyltetrahydrofuran-2-yl]butan-2-one

C₂₂H₃₆O₃Si

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 1374552-67-6 (2R,3S,4S,5S)-2-allyl-4-(benzyloxy)-5-(benzyloxymethyl)-2-methyltetrahydrofuran-3-ol

Send

Send

Metric Ton KG G Pound L ML

Send

Send