(2S,3R,4S)-1-benzyloxy-3-hydroxy-4-(4-methoxybenzyloxymethyl)-2-methyl-5-(p-tosyloxy)pentane

Base Information

• Chemical Name: (2S,3R,4S)-1-benzyloxy-3-hydroxy-4-(4-methoxybenzyloxymethyl)-2-methyl-5-(p-tosyloxy)pentane
• CAS No.: 98039-19-1
• Molecular Formula: C₂₉H₃₆O₇S
• Molecular Weight: 528.667

Synonyms:(2S,3R,4S)-1-benzyloxy-3-hydroxy-4-(4-methoxybenzyloxymethyl)-2-methyl-5-(p-tosyloxy)pentane

Chemical Property of (2S,3R,4S)-1-benzyloxy-3-hydroxy-4-(4-methoxybenzyloxymethyl)-2-methyl-5-(p-tosyloxy)pentane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,4S)-1-benzyloxy-3-hydroxy-4-(4-methoxybenzyloxymethyl)-2-methyl-5-(p-tosyloxy)pentane

There total 15 articles about (2S,3R,4S)-1-benzyloxy-3-hydroxy-4-(4-methoxybenzyloxymethyl)-2-methyl-5-(p-tosyloxy)pentane 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: 47.0%

(2S,3R,4R)-1-benzyloxy-3-hydroxy-4-hydroxymethyl-5-(4-methoxybenzyloxy)-2-methylpentane (86654-52-6,86708-04-5) + p-toluenesulfonyl chloride (98-59-9) → (2S,3R,4S)-1-benzyloxy-3-hydroxy-4-(4-methoxybenzyloxymethyl)-2-methyl-5-(p-tosyloxy)pentane (98039-19-1)

Guidance literature:

In pyridine; for 12h; Ambient temperature;

DOI:10.1039/P19850000019

Reference yield:

((3aR,5S,6R,6aR)-tetrahydro-2,2-dimethyl-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)furo[2,3-d][1,3]dioxol-6-yl)methanol (69832-48-0) → (2S,3R,4S)-1-benzyloxy-3-hydroxy-4-(4-methoxybenzyloxymethyl)-2-methyl-5-(p-tosyloxy)pentane (98039-19-1)

Guidance literature:

Multi-step reaction with 12 steps

1: 93.4 percent / NaH / dimethylsulfoxide; tetrahydrofuran / 2 h / Ambient temperature

2: 86.5 percent / 2 percent H₂SO₄ / methanol / 15 h / Ambient temperature

3: 66.8 percent / pyridine / Ambient temperature

4: 94 percent / K₂CO₃ / methanol / 0.67 h / Ambient temperature

5: 58 percent / NaH, DMSO / tetrahydrofuran / 40 h / Ambient temperature

6: 82 percent / PCC, molecular sieves 4 Angstroem / CH₂Cl₂ / 3 h / Ambient temperature

7: 78 percent / tetrahydrofuran; dimethylsulfoxide / 8 h / Ambient temperature

8: 98.5 percent / H₂ / 5 percent Rh-Al₂O₃ / ethanol / 2 h / 0 °C

9: 70.4 percent / 4M-HCl / dioxane / 2 h / 45 °C

10: 98 percent / Pb(OAc)4 / benzene / 0.17 h / 8 - 10 °C

11: 63.9 percent / LiAlH₄ / diethyl ether / 1 h / 0 °C

12: 47 percent / pyridine / 12 h / Ambient temperature

With lead(IV) acetate; hydrogenchloride; lithium aluminium tetrahydride; 4 A molecular sieve; sulfuric acid; hydrogen; sodium hydride; potassium carbonate; dimethyl sulfoxide; pyridinium chlorochromate; rhodium on alumina; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; benzene;

DOI:10.1039/P19850000019

Reference yield:

3-deoxy-1,2,5,6-di-O-isopropylidene-3-C-(4-metoxybenzyloxymethyl)-α-D-allofuranose (98039-10-2) → (2S,3R,4S)-1-benzyloxy-3-hydroxy-4-(4-methoxybenzyloxymethyl)-2-methyl-5-(p-tosyloxy)pentane (98039-19-1)

Guidance literature:

Multi-step reaction with 11 steps

1: 86.5 percent / 2 percent H₂SO₄ / methanol / 15 h / Ambient temperature

2: 66.8 percent / pyridine / Ambient temperature

3: 94 percent / K₂CO₃ / methanol / 0.67 h / Ambient temperature

4: 58 percent / NaH, DMSO / tetrahydrofuran / 40 h / Ambient temperature

5: 82 percent / PCC, molecular sieves 4 Angstroem / CH₂Cl₂ / 3 h / Ambient temperature

6: 78 percent / tetrahydrofuran; dimethylsulfoxide / 8 h / Ambient temperature

7: 98.5 percent / H₂ / 5 percent Rh-Al₂O₃ / ethanol / 2 h / 0 °C

8: 70.4 percent / 4M-HCl / dioxane / 2 h / 45 °C

9: 98 percent / Pb(OAc)4 / benzene / 0.17 h / 8 - 10 °C

10: 63.9 percent / LiAlH₄ / diethyl ether / 1 h / 0 °C

11: 47 percent / pyridine / 12 h / Ambient temperature

With lead(IV) acetate; hydrogenchloride; lithium aluminium tetrahydride; 4 A molecular sieve; sulfuric acid; hydrogen; sodium hydride; potassium carbonate; dimethyl sulfoxide; pyridinium chlorochromate; rhodium on alumina; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; benzene;

DOI:10.1039/P19850000019

upstream raw materials:

(2S,3R,4R)-1-benzyloxy-3-hydroxy-4-hydroxymethyl-5-(4-methoxybenzyloxy)-2-methylpentane

p-toluenesulfonyl chloride

((3aR,5S,6R,6aR)-tetrahydro-2,2-dimethyl-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)furo[2,3-d][1,3]dioxol-6-yl)methanol

3-deoxy-1,2,5,6-di-O-isopropylidene-3-C-(4-metoxybenzyloxymethyl)-α-D-allofuranose

Downstream raw materials:

(2S,3R,4R)-1-benzyloxy-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentane

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 98039-19-1 (2S,3R,4S)-1-benzyloxy-3-hydroxy-4-(4-methoxybenzyloxymethyl)-2-methyl-5-(p-tosyloxy)pentane

Send

Send

Metric Ton KG G Pound L ML

Send

Send