1-[(2S,3R,4R,5S)-3,4-Dihydroxy-5-[[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl]oxan-2-yl]propan-2-one

Base Information

• Chemical Name: 1-[(2S,3R,4R,5S)-3,4-Dihydroxy-5-[[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl]oxan-2-yl]propan-2-one
• CAS No.: 66262-70-2
• Molecular Formula: C₁₅H₂₆O₆
• Molecular Weight: 302.368
• DSSTox Substance ID: DTXSID201105419

Synonyms:66262-70-2;1-[(2S,3R,4R,5S)-3,4-Dihydroxy-5-[[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl]oxan-2-yl]propan-2-one;[2S-[2alpha,3beta(1R*,2R*)]]-4,8-Anhydro-1,3,7-trideoxy-7-[[3-(2-hydroxy-1-methylpropyl)oxiranyl]methyl]-L-talo-2-octulose;SCHEMBL9034639;DTXSID201105419;L-talo-2-Octulose, 4,8-anhydro-1,3,7-trideoxy-7-[[3-(2-hydroxy-1-methylpropyl)oxiranyl]methyl]-, [2S-[2alpha,3beta(1R*,2R*)]]-

Chemical Property of 1-[(2S,3R,4R,5S)-3,4-Dihydroxy-5-[[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl]oxan-2-yl]propan-2-one

Chemical Property:

• Boiling Point: 482.0±40.0 °C(Predicted)
• PKA: 13.70±0.70(Predicted)
• Density: 1.223±0.06 g/cm3(Predicted)
• Solubility.: Chloroform, Dichloromethane, Methanol
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 302.17293854
• Heavy Atom Count: 21
• Complexity: 373

Purity/Quality:

99% ^*data from raw suppliers

[2S-[2α,3β(1R*,2R*)]]-4,8-Anhydro-1,3,7-trideoxy-7-[[3-(2-hydroxy-1-methylpropyl)oxiranyl]methyl]-L-talo-2-octulose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C1C(O1)CC2COC(C(C2O)O)CC(=O)C)C(C)O
• Isomeric SMILES: C[C@H]([C@H]1[C@@H](O1)C[C@H]2CO[C@H]([C@@H]([C@@H]2O)O)CC(=O)C)[C@H](C)O
• Uses: [2S-[2α,3β(1R*,2R*)]]-4,8-Anhydro-1,3,7-trideoxy-7-[[3-(2-hydroxy-1-methylpropyl)oxiranyl]methyl]-L-talo-2-octulose is an intermediate in the preparation of Monic Acid A (M520500) and Monic Acid C.

Technology Process of 1-[(2S,3R,4R,5S)-3,4-Dihydroxy-5-[[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl]oxan-2-yl]propan-2-one

There total 26 articles about 1-[(2S,3R,4R,5S)-3,4-Dihydroxy-5-[[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl]oxan-2-yl]propan-2-one 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:

(1aR,3aS,6S,7aS,7bR)-6-Phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalene (84109-51-3) → <(2S,3R,4R,5S)-5-<(2S,3S,4S,5S)-(2,3-epoxy-5-hydroxy-4-methylhexyl)>-3,4-dihydroxytetrahydropyran-2-yl>acetone (66262-70-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 43 percent / CuI / tetrahydrofuran / 0.17 h / -30 °C

2: 97 percent / 1N HCl / dioxane; H₂O / 6 h / Ambient temperature

3: 77 percent / 0.5percent H₂SO₄, molecular sieve 4 Angstroem / 0.33 h / Ambient temperature

4: 96 percent / Et₃N, DMAP / CH₂Cl₂ / 1.5 h / Ambient temperature

5: 94.5 percent / 18-crown-6 / hexamethylphosphoric acid triamide / 12 h / Ambient temperature

6: Ni(acac)2 / toluene / 6 h / 0 °C

7: MCPBA / CH₂Cl₂ / 1.5 h / Ambient temperature

With hydrogenchloride; dmap; bis(acetylacetonate)nickel(II); copper(l) iodide; 18-crown-6 ether; 4 A molecular sieve; sulfuric acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,4-dioxane; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water; toluene;

DOI:10.1021/ja00341a052

Reference yield:

(1aR,3aS,6S,7aS,7bR)-6-Phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalene (84109-51-3) → 1-{(2S,3R,4R,5S)-3,4-Dihydroxy-5-[(2R,3R)-3-((1S,2S)-2-hydroxy-1-methyl-propyl)-oxiranylmethyl]-tetrahydro-pyran-2-yl}-propan-2-one (66262-70-2,84170-95-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 43 percent / CuI / tetrahydrofuran / 0.17 h / -30 °C

2: 97 percent / 1N HCl / dioxane; H₂O / 6 h / Ambient temperature

3: 77 percent / 0.5percent H₂SO₄, molecular sieve 4 Angstroem / 0.33 h / Ambient temperature

4: 96 percent / Et₃N, DMAP / CH₂Cl₂ / 1.5 h / Ambient temperature

5: 94.5 percent / 18-crown-6 / hexamethylphosphoric acid triamide / 12 h / Ambient temperature

6: Ni(acac)2 / toluene / 6 h / 0 °C

7: MCPBA / CH₂Cl₂ / 1.5 h / Ambient temperature

With hydrogenchloride; dmap; bis(acetylacetonate)nickel(II); copper(l) iodide; 18-crown-6 ether; 4 A molecular sieve; sulfuric acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,4-dioxane; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water; toluene;

DOI:10.1021/ja00341a052

Reference yield:

C27H28O9S2 (84170-90-1) → <(2S,3R,4R,5S)-5-<(2S,3S,4S,5S)-(2,3-epoxy-5-hydroxy-4-methylhexyl)>-3,4-dihydroxytetrahydropyran-2-yl>acetone (66262-70-2)

Guidance literature:

Multi-step reaction with 8 steps

1: MeONa / CH₂Cl₂ / 24 h / Ambient temperature

2: 43 percent / CuI / tetrahydrofuran / 0.17 h / -30 °C

3: 97 percent / 1N HCl / dioxane; H₂O / 6 h / Ambient temperature

4: 77 percent / 0.5percent H₂SO₄, molecular sieve 4 Angstroem / 0.33 h / Ambient temperature

5: 96 percent / Et₃N, DMAP / CH₂Cl₂ / 1.5 h / Ambient temperature

6: 94.5 percent / 18-crown-6 / hexamethylphosphoric acid triamide / 12 h / Ambient temperature

7: Ni(acac)2 / toluene / 6 h / 0 °C

8: MCPBA / CH₂Cl₂ / 1.5 h / Ambient temperature

With hydrogenchloride; dmap; bis(acetylacetonate)nickel(II); copper(l) iodide; 18-crown-6 ether; 4 A molecular sieve; sulfuric acid; sodium methylate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,4-dioxane; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water; toluene;

DOI:10.1021/ja00341a052

upstream raw materials:

<(2S,3R,4R,5S)-3,4-bis<(trimethylsilyl)oxy>-5-<(2S,3S,4S,5S)-2,3-epoxy-5-<(trimethylsilyl)oxy>-4-methylhexyl>tetrahydropyran-2-yl>acetone

1-[(2S,3R,4R,5S)-3,4-Dihydroxy-5-((E)-(4R,5S)-5-hydroxy-4-methyl-hex-2-enyl)-tetrahydro-pyran-2-yl]-propan-2-one

(1aR,3aS,6S,7aS,7bR)-6-Phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalene

[(3aS,4S,7S,7aR)-7-((E)-(4R,5S)-5-Hydroxy-4-methyl-hex-2-enyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yl]-acetonitrile

Downstream raw materials:

ethyl monate A

ethyl isomonate

methyl isomonate

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 66262-70-2 [2S-[2α,3β(1R*,2R*)]]-4,8-Anhydro-1,3,7-trideoxy-7-[[3-(2-hydroxy-1-Methylpropyl)oxiranyl]Methyl]-L-talo-2-octulose

Send

Send

Metric Ton KG G Pound L ML

Send

Send