{(2R,3S)-3-[2-((2S,3R)-3-Benzyloxy-tetrahydro-pyran-2-yl)-acetoxy]-tetrahydro-pyran-2-yl}-acetic acid benzyl ester

Base Information

• Chemical Name: {(2R,3S)-3-[2-((2S,3R)-3-Benzyloxy-tetrahydro-pyran-2-yl)-acetoxy]-tetrahydro-pyran-2-yl}-acetic acid benzyl ester
• CAS No.: 125878-11-7
• Molecular Formula: C₂₈H₃₄O₇
• Molecular Weight: 482.574

Synonyms:{(2R,3S)-3-[2-((2S,3R)-3-Benzyloxy-tetrahydro-pyran-2-yl)-acetoxy]-tetrahydro-pyran-2-yl}-acetic acid benzyl ester

Chemical Property of {(2R,3S)-3-[2-((2S,3R)-3-Benzyloxy-tetrahydro-pyran-2-yl)-acetoxy]-tetrahydro-pyran-2-yl}-acetic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(2R,3S)-3-[2-((2S,3R)-3-Benzyloxy-tetrahydro-pyran-2-yl)-acetoxy]-tetrahydro-pyran-2-yl}-acetic acid benzyl ester

There total 16 articles about {(2R,3S)-3-[2-((2S,3R)-3-Benzyloxy-tetrahydro-pyran-2-yl)-acetoxy]-tetrahydro-pyran-2-yl}-acetic acid benzyl 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: 72.0%

((2S,3R)-3-Benzyloxy-tetrahydro-pyran-2-yl)-acetic acid (125877-92-1) + ((2R,3S)-3-Hydroxy-tetrahydro-pyran-2-yl)-acetic acid benzyl ester (125878-01-5) → {(2R,3S)-3-[2-((2S,3R)-3-Benzyloxy-tetrahydro-pyran-2-yl)-acetoxy]-tetrahydro-pyran-2-yl}-acetic acid benzyl ester (125878-11-7)

Guidance literature:

With dmap; camphor-10-sulfonic acid; dicyclohexyl-carbodiimide; In dichloromethane; at 25 ℃; for 4h;

DOI:10.1021/ja00164a026

Reference yield:

(2R,3S)-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-ol (125901-90-8) → {(2R,3S)-3-[2-((2S,3R)-3-Benzyloxy-tetrahydro-pyran-2-yl)-acetoxy]-tetrahydro-pyran-2-yl}-acetic acid benzyl ester (125878-11-7)

Guidance literature:

Multi-step reaction with 10 steps

1: 95 percent / H₂ / 5percent Pd/C / methanol / 16 h / 25 °C

2: 92 percent / imidazole / dimethylformamide / 16 h / 25 °C

3: 72 percent / trifluoroacetic acid / tetrahydrofuran; H₂O / 0.17 h / 0 °C

4: oxalyl chloride, DMSO / CH₂Cl₂ / 0.5 h / -78 °C

5: 82 percent / tetrahydrofuran / 1 h / 0 °C

6: 1.) 9-BBN, 2.) H₂O₂, 3 N NaOH / 1.) THF, 0 deg C, 3 h

7: 72 percent / CrO₃, H₂SO₄ (Jones' reagent) / acetone / 0.5 h / 0 °C

8: 91 percent / 1,3-dicyclohexylcarbodiimide (DCC), 4-(dimethylamino)pyridine (DMAP), camphorsulfonic acid (CSA) / CH₂Cl₂ / 1.2 h / 25 °C

9: 98 percent / n-Bu₄NF / tetrahydrofuran / 3 h / 25 °C

10: 72 percent / 1,3-dicyclohexylcarbodiimide (DCC), 4-(dimethylamino)pyriine (DMAP), camphorsulfonic acid (CSA) / CH₂Cl₂ / 4 h / 25 °C

With 1H-imidazole; chromium(VI) oxide; dmap; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; sulfuric acid; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;

DOI:10.1021/ja00164a026

Reference yield:

((2R,3S)-3-acetoxy-3,6-dihydro-2H-pyran-2-yl)methyl acetate (149342-25-6,92131-91-4) → {(2R,3S)-3-[2-((2S,3R)-3-Benzyloxy-tetrahydro-pyran-2-yl)-acetoxy]-tetrahydro-pyran-2-yl}-acetic acid benzyl ester (125878-11-7)

Guidance literature:

Multi-step reaction with 11 steps

1: 95 percent / NaOMe / methanol / 2 h / 25 °C

2: 95 percent / H₂ / 5percent Pd/C / methanol / 16 h / 25 °C

3: 92 percent / imidazole / dimethylformamide / 16 h / 25 °C

4: 72 percent / trifluoroacetic acid / tetrahydrofuran; H₂O / 0.17 h / 0 °C

5: oxalyl chloride, DMSO / CH₂Cl₂ / 0.5 h / -78 °C

6: 82 percent / tetrahydrofuran / 1 h / 0 °C

7: 1.) 9-BBN, 2.) H₂O₂, 3 N NaOH / 1.) THF, 0 deg C, 3 h

8: 72 percent / CrO₃, H₂SO₄ (Jones' reagent) / acetone / 0.5 h / 0 °C

9: 91 percent / 1,3-dicyclohexylcarbodiimide (DCC), 4-(dimethylamino)pyridine (DMAP), camphorsulfonic acid (CSA) / CH₂Cl₂ / 1.2 h / 25 °C

10: 98 percent / n-Bu₄NF / tetrahydrofuran / 3 h / 25 °C

11: 72 percent / 1,3-dicyclohexylcarbodiimide (DCC), 4-(dimethylamino)pyriine (DMAP), camphorsulfonic acid (CSA) / CH₂Cl₂ / 4 h / 25 °C

With 1H-imidazole; chromium(VI) oxide; dmap; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; sulfuric acid; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; sodium methylate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;

DOI:10.1021/ja00164a026

upstream raw materials:

((2S,3R)-3-Benzyloxy-tetrahydro-pyran-2-yl)-acetic acid

((2R,3S)-3-Hydroxy-tetrahydro-pyran-2-yl)-acetic acid benzyl ester

(2R,3S)-2-hydroxymethyltetrahydropyran-3-ol

(2S,3R)-3-hydroxy-2-vinyloxane

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 125878-11-7 {(2R,3S)-3-[2-((2S,3R)-3-Benzyloxy-tetrahydro-pyran-2-yl)-acetoxy]-tetrahydro-pyran-2-yl}-acetic acid benzyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send