(2S,3R)-3-<(1S)-1-<(benzyloxy)methyl>-1-hydroxy-2-propenyl>-2-methylcyclopentanone

Base Information

Chemical Name:(2S,3R)-3-<(1S)-1-<(benzyloxy)methyl>-1-hydroxy-2-propenyl>-2-methylcyclopentanone
CAS No.:121353-29-5
Molecular Formula:C₁₇H₂₂O₃
Molecular Weight:274.36
Hs Code.:

Synonyms:(2S,3R)-3-<(1S)-1-<(benzyloxy)methyl>-1-hydroxy-2-propenyl>-2-methylcyclopentanone

Suppliers and Price of (2S,3R)-3-<(1S)-1-<(benzyloxy)methyl>-1-hydroxy-2-propenyl>-2-methylcyclopentanone

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2S,3R)-3-<(1S)-1-<(benzyloxy)methyl>-1-hydroxy-2-propenyl>-2-methylcyclopentanone

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3R)-3-<(1S)-1-<(benzyloxy)methyl>-1-hydroxy-2-propenyl>-2-methylcyclopentanone

There total 14 articles about (2S,3R)-3-<(1S)-1-<(benzyloxy)methyl>-1-hydroxy-2-propenyl>-2-methylcyclopentanone 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: 100.0%

: 121353-22-8
(2S,3R)-3-<(1S)-1-<(benzyloxy)methyl>-1-hydroxy-2-propenyl>-2-methylcyclopentanone ethylene acetal

: 121353-29-5
(2S,3R)-3-<(1S)-1-<(benzyloxy)methyl>-1-hydroxy-2-propenyl>-2-methylcyclopentanone

Guidance literature:: With iron(III) chloride; In acetone; at 23 ℃; for 5h;
DOI:10.1021/jo00275a020

Reference yield:

: 121353-24-0
(2S,3S)-2-methyl-3-<1(E)-propenyl>cyclopentanone

: 121353-29-5
(2S,3R)-3-<(1S)-1-<(benzyloxy)methyl>-1-hydroxy-2-propenyl>-2-methylcyclopentanone

Guidance literature:: Multi-step reaction with 12 steps

1: 84 percent / p-toluenesulfonic acid monohydrate / benzene / 7 h / Heating

2: N-methylmorpholine N-oxide monohydrate, osmium tetraoxide / acetone; H₂O; 2-methyl-propan-2-ol / 2 h / 23 °C

3: 95 percent / sodium periodate / dioxane; H₂O / 1 h / 23 °C

4: 1.) n-butyllithium / 1.) THF/hexane, -78 deg C, 10 min, 2.) -78 deg C, 1 h

5: 94 percent / pyridine, chromium trioxide, molecular sieves 4A / CH₂Cl₂ / 0.5 h / 23 °C

6: H₂ / 10percent Pd/C / ethanol / 60 h / 23 °C

7: 1.) potassium tert-butoxide (tBuOK) / 1.) THF, 23 deg C, 15 min, 2.) THF, 23 deg C, 1 h

8: 96 percent / D-(-)-diethyl tartrate ((-)-DET), molecular sieves 4A, titanium(IV) isopropoxide, tert-butyl hydroperoxide (TBHP) / CH₂Cl₂ / 5 h / -20 °C

9: 1.) potassium hydride / 1.) THF, 23 deg C, 20 min, 2.) 23 deg C, 32 h

10: 93 percent / triethylamine, sulfur trioxide pyridine complex / dimethylsulfoxide / 1 h / 23 °C

11: 1.) potassium tert-butoxide (tBuOK) / 1.) THF, 23 deg C, 20 min, 2.) 50 deg C, 48 h

12: 100 percent / iron(III) chloride / acetone / 5 h / 23 °C

With pyridine; chromium(VI) oxide; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium periodate; osmium(VIII) oxide; n-butyllithium; diethyl (2S,3S)-tartrate; 4 A molecular sieve; potassium tert-butylate; hydrogen; sulfur trioxide pyridine complex; iron(III) chloride; potassium hydride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine; palladium on activated charcoal; In 1,4-dioxane; ethanol; dichloromethane; water; dimethyl sulfoxide; acetone; tert-butyl alcohol; benzene;
DOI:10.1021/jo00275a020

Reference yield:

: 121353-44-4
1-((6S,7R)-6-Methyl-1,4-dioxa-spiro[4.4]non-7-yl)-propane-1,2-diol

: 121353-29-5
(2S,3R)-3-<(1S)-1-<(benzyloxy)methyl>-1-hydroxy-2-propenyl>-2-methylcyclopentanone

Guidance literature:: Multi-step reaction with 10 steps

1: 95 percent / sodium periodate / dioxane; H₂O / 1 h / 23 °C

2: 1.) n-butyllithium / 1.) THF/hexane, -78 deg C, 10 min, 2.) -78 deg C, 1 h

3: 94 percent / pyridine, chromium trioxide, molecular sieves 4A / CH₂Cl₂ / 0.5 h / 23 °C

4: H₂ / 10percent Pd/C / ethanol / 60 h / 23 °C

5: 1.) potassium tert-butoxide (tBuOK) / 1.) THF, 23 deg C, 15 min, 2.) THF, 23 deg C, 1 h

6: 96 percent / D-(-)-diethyl tartrate ((-)-DET), molecular sieves 4A, titanium(IV) isopropoxide, tert-butyl hydroperoxide (TBHP) / CH₂Cl₂ / 5 h / -20 °C

7: 1.) potassium hydride / 1.) THF, 23 deg C, 20 min, 2.) 23 deg C, 32 h

8: 93 percent / triethylamine, sulfur trioxide pyridine complex / dimethylsulfoxide / 1 h / 23 °C

9: 1.) potassium tert-butoxide (tBuOK) / 1.) THF, 23 deg C, 20 min, 2.) 50 deg C, 48 h

10: 100 percent / iron(III) chloride / acetone / 5 h / 23 °C

With pyridine; chromium(VI) oxide; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium periodate; n-butyllithium; diethyl (2S,3S)-tartrate; 4 A molecular sieve; potassium tert-butylate; hydrogen; sulfur trioxide pyridine complex; iron(III) chloride; potassium hydride; triethylamine; palladium on activated charcoal; In 1,4-dioxane; ethanol; dichloromethane; water; dimethyl sulfoxide; acetone;
DOI:10.1021/jo00275a020