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Shanghai Upbio Tech Co.,Ltd

1.In No Less 10 years exporting experience. you can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specializ

(2R)-5-hydroxy-2,4-dimethyl-2-[(1E)-2-methylbuta-1,3-dienyl]thiophen-3-one

Cas:82079-32-1

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

TAIZHOU ZHENYU BIOTECHNOLOGY CO., LTD

Zhenyu biotech exported this product to many countries and regions at best price. if you are looking for the material's manufacturer or supplier in china, zhenyu biotech is your best choice. pls contact with us freely for getting detailed

THIOLACTOMYCIN

Cas:82079-32-1

Min.Order:1 Kilogram

FOB Price: $2.0

Type:Lab/Research institutions

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Antimex Chemical Limied

Our own factory produces direct sales with absolute price advantage Application:Pharmaceutical industry Transportation:By sea Port:Shanghai/tianjin

(2R)-5-hydroxy-2,4-dimethyl-2-[(1E)-2-methylbuta-1,3-dienyl]thiophen-3-one

Cas:82079-32-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hubei Jiutian Bio-medical Technology Co., Ltd

Our own factory produces direct sales with absolute price advantage Application:Pharmaceutical industry Transportation:By sea Port:Shanghai/tianjin

(2R)-5-hydroxy-2,4-dimethyl-2-[(1E)-2-methylbuta-1,3-dienyl]thiophen-3-one

Cas:82079-32-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

ZHEJIANG JIUZHOU CHEM CO.,LTD

factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin

THIOLACTOMYCIN

Cas:82079-32-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Chengdu Push Bio-technology Co., Ltd

Chengdu Push Bio-technology Co., Ltd. provides more than 4,000 natural monomeric substances, including approximately 6,000 products at different grades, specifications and purities. We have specialized in the R&D of medicinally active ingredients sta

Thiolactomycin

Cas:82079-32-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Synthetic route

(R)-4-Methoxy-3,5-dimethyl-5-((E)-2-methyl-buta-1,3-dienyl)-5H-thiophen-2-one
913941-71-6

(R)-4-Methoxy-3,5-dimethyl-5-((E)-2-methyl-buta-1,3-dienyl)-5H-thiophen-2-one

(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

Conditions
ConditionsYield
With lithium n-propylmercaptide In N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; for 0.5h;99%
(2R)-2,4-dimethyl-2-thiopropionyl-hexa-3,5-dienoic acid ethyl ester
476371-89-8

(2R)-2,4-dimethyl-2-thiopropionyl-hexa-3,5-dienoic acid ethyl ester

(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran at -78 - -5℃; Inert atmosphere;80%
With lithium hexamethyldisilazane In tetrahydrofuran at -78 - -5℃; Dieckman condensation;70%
Stage #1: (2R)-2,4-dimethyl-2-thiopropionyl-hexa-3,5-dienoic acid ethyl ester With lithium hexamethyldisilazane In tetrahydrofuran at -78 - -5℃;
Stage #2: With hydrogenchloride In tetrahydrofuran; water		70%
With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 2.5h;65%
(R,E)-benzyl 2,4-dimethyl-2-(propionylthio)hexa-3,5-dienoate
886733-89-7

(R,E)-benzyl 2,4-dimethyl-2-(propionylthio)hexa-3,5-dienoate

(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 0℃; Dickmann reaction;63%
With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 20℃; Inert atmosphere; optical yield given as %ee;63%
(S)-3-Methoxy-2,4-dimethyl-5-oxo-2,5-dihydro-thiophene-2-carbaldehyde
913941-68-1

(S)-3-Methoxy-2,4-dimethyl-5-oxo-2,5-dihydro-thiophene-2-carbaldehyde

(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 58 percent / BF3*OEt2 / CH2Cl2 / 3 h / -78 °C
2: 82 percent / PPh3; CBr4 / CH2Cl2 / 2 h / Heating
3: 78 percent / DBU / toluene / 24 h / 20 °C
4: 99 percent / lithium 1-propanethiolate / hexamethylphosphoric acid triamide / 0.5 h / 20 °C
View Scheme
5-hydroxymethyl-4-methoxy-3,5-dimethyl-5H-thiophen-2-one
913941-64-7

5-hydroxymethyl-4-methoxy-3,5-dimethyl-5H-thiophen-2-one

(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 99 percent / (COCl)2; DMSO; Et3N / tetrahydrofuran / 2 h / -78 - 20 °C
2: 58 percent / BF3*OEt2 / CH2Cl2 / 3 h / -78 °C
3: 82 percent / PPh3; CBr4 / CH2Cl2 / 2 h / Heating
4: 78 percent / DBU / toluene / 24 h / 20 °C
5: 99 percent / lithium 1-propanethiolate / hexamethylphosphoric acid triamide / 0.5 h / 20 °C
View Scheme
5-(1-hydroxy-2-methyl-but-3-enyl)-4-methoxy-3,5-dimethyl-5H-thiophen-2-one
913941-69-2

5-(1-hydroxy-2-methyl-but-3-enyl)-4-methoxy-3,5-dimethyl-5H-thiophen-2-one

(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 82 percent / PPh3; CBr4 / CH2Cl2 / 2 h / Heating
2: 78 percent / DBU / toluene / 24 h / 20 °C
3: 99 percent / lithium 1-propanethiolate / hexamethylphosphoric acid triamide / 0.5 h / 20 °C
View Scheme
5-(1-bromo-2-methyl-but-3-enyl)-4-methoxy-3,5-dimethyl-5H-thiophen-2-one
913941-70-5

5-(1-bromo-2-methyl-but-3-enyl)-4-methoxy-3,5-dimethyl-5H-thiophen-2-one

(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 78 percent / DBU / toluene / 24 h / 20 °C
2: 99 percent / lithium 1-propanethiolate / hexamethylphosphoric acid triamide / 0.5 h / 20 °C
View Scheme
C13H20O3

C13H20O3

(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: LiCl / tetrahydrofuran / 20 °C
2: 74 percent / NaHMDS; HMPA / tetrahydrofuran / 2 h / -78 - 0 °C
3: 83 percent / Ti(OiPr)4 / 70 °C
4: 97 percent / aq. HCl / tetrahydrofuran / 20 °C
5: Cs2CO3 / ethanol / 0 °C
6: Et3N / CH2Cl2 / 0 °C
7: 63 percent / LiHMDS / tetrahydrofuran / -78 - 0 °C
View Scheme
Multi-step reaction with 7 steps
1: LiCl / tetrahydrofuran / 20 °C
2: NaHMDS; HMPA / tetrahydrofuran / -78 - 0 °C
3: 83 percent / Ti(OiPr)4 / 70 °C
4: 97 percent / aq. HCl / tetrahydrofuran / 20 °C
5: Cs2CO3 / ethanol / 0 °C
6: Et3N / CH2Cl2 / 0 °C
7: 63 percent / LiHMDS / tetrahydrofuran / -78 - 0 °C
View Scheme
(R,E)-benzyl 2,4-dimethyl-2-(3-oxopropylthio)hexa-3,5-dienoate
886733-97-7

(R,E)-benzyl 2,4-dimethyl-2-(3-oxopropylthio)hexa-3,5-dienoate

(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Cs2CO3 / ethanol / 0 °C
2: Et3N / CH2Cl2 / 0 °C
3: 63 percent / LiHMDS / tetrahydrofuran / -78 - 0 °C
View Scheme
(R)-4-benzyl-3-[(2E,4E)-2,4-dimethylhexa-2,4-dienoyl]oxazolidin-2-one
886733-93-3

(R)-4-benzyl-3-[(2E,4E)-2,4-dimethylhexa-2,4-dienoyl]oxazolidin-2-one

(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 74 percent / NaHMDS; HMPA / tetrahydrofuran / 2 h / -78 - 0 °C
2: 83 percent / Ti(OiPr)4 / 70 °C
3: 97 percent / aq. HCl / tetrahydrofuran / 20 °C
4: Cs2CO3 / ethanol / 0 °C
5: Et3N / CH2Cl2 / 0 °C
6: 63 percent / LiHMDS / tetrahydrofuran / -78 - 0 °C
View Scheme
Multi-step reaction with 6 steps
1: NaHMDS; HMPA / tetrahydrofuran / -78 - 0 °C
2: 83 percent / Ti(OiPr)4 / 70 °C
3: 97 percent / aq. HCl / tetrahydrofuran / 20 °C
4: Cs2CO3 / ethanol / 0 °C
5: Et3N / CH2Cl2 / 0 °C
6: 63 percent / LiHMDS / tetrahydrofuran / -78 - 0 °C
View Scheme
(R,E)-benzyl 2-(3,3-dimethoxypropylthio)-2,4-dimethylhexa-3,5-dienoate
886733-96-6

(R,E)-benzyl 2-(3,3-dimethoxypropylthio)-2,4-dimethylhexa-3,5-dienoate

(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 97 percent / aq. HCl / tetrahydrofuran / 20 °C
2: Cs2CO3 / ethanol / 0 °C
3: Et3N / CH2Cl2 / 0 °C
4: 63 percent / LiHMDS / tetrahydrofuran / -78 - 0 °C
View Scheme
(R)-4-benzyl-3-[(R,E)-2-(3,3-dimethoxypropylthio)-2,4-dimethylhexa-3,5-dienoyl]oxazolidin-2-one
886733-91-1

(R)-4-benzyl-3-[(R,E)-2-(3,3-dimethoxypropylthio)-2,4-dimethylhexa-3,5-dienoyl]oxazolidin-2-one

(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 83 percent / Ti(OiPr)4 / 70 °C
2: 97 percent / aq. HCl / tetrahydrofuran / 20 °C
3: Cs2CO3 / ethanol / 0 °C
4: Et3N / CH2Cl2 / 0 °C
5: 63 percent / LiHMDS / tetrahydrofuran / -78 - 0 °C
View Scheme
Caesium; (E)-(R)-2-benzyloxycarbonyl-4-methyl-hexa-3,5-diene-2-thiolate

Caesium; (E)-(R)-2-benzyloxycarbonyl-4-methyl-hexa-3,5-diene-2-thiolate

(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Et3N / CH2Cl2 / 0 °C
2: 63 percent / LiHMDS / tetrahydrofuran / -78 - 0 °C
View Scheme
2-methylbut-2-enal
497-03-0

2-methylbut-2-enal

(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: tBuOLi / hexane / 20 °C
2: aq. NaOH / ethanol / 50 °C
3: Et3N / tetrahydrofuran / -15 °C
4: LiCl / tetrahydrofuran / 20 °C
5: 74 percent / NaHMDS; HMPA / tetrahydrofuran / 2 h / -78 - 0 °C
6: 83 percent / Ti(OiPr)4 / 70 °C
7: 97 percent / aq. HCl / tetrahydrofuran / 20 °C
8: Cs2CO3 / ethanol / 0 °C
9: Et3N / CH2Cl2 / 0 °C
10: 63 percent / LiHMDS / tetrahydrofuran / -78 - 0 °C
View Scheme
Multi-step reaction with 10 steps
1: tBuOLi / hexane / 20 °C
2: aq. NaOH / ethanol / 50 °C
3: Et3N / tetrahydrofuran / -15 °C
4: LiCl / tetrahydrofuran / 20 °C
5: NaHMDS; HMPA / tetrahydrofuran / -78 - 0 °C
6: 83 percent / Ti(OiPr)4 / 70 °C
7: 97 percent / aq. HCl / tetrahydrofuran / 20 °C
8: Cs2CO3 / ethanol / 0 °C
9: Et3N / CH2Cl2 / 0 °C
10: 63 percent / LiHMDS / tetrahydrofuran / -78 - 0 °C
View Scheme
ethyl (2E,4E)-2,4-dimethylhexa-2,4-dienoate
62332-68-7

ethyl (2E,4E)-2,4-dimethylhexa-2,4-dienoate

(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: aq. NaOH / ethanol / 50 °C
2: Et3N / tetrahydrofuran / -15 °C
3: LiCl / tetrahydrofuran / 20 °C
4: 74 percent / NaHMDS; HMPA / tetrahydrofuran / 2 h / -78 - 0 °C
5: 83 percent / Ti(OiPr)4 / 70 °C
6: 97 percent / aq. HCl / tetrahydrofuran / 20 °C
7: Cs2CO3 / ethanol / 0 °C
8: Et3N / CH2Cl2 / 0 °C
9: 63 percent / LiHMDS / tetrahydrofuran / -78 - 0 °C
View Scheme
Multi-step reaction with 9 steps
1: aq. NaOH / ethanol / 50 °C
2: Et3N / tetrahydrofuran / -15 °C
3: LiCl / tetrahydrofuran / 20 °C
4: NaHMDS; HMPA / tetrahydrofuran / -78 - 0 °C
5: 83 percent / Ti(OiPr)4 / 70 °C
6: 97 percent / aq. HCl / tetrahydrofuran / 20 °C
7: Cs2CO3 / ethanol / 0 °C
8: Et3N / CH2Cl2 / 0 °C
9: 63 percent / LiHMDS / tetrahydrofuran / -78 - 0 °C
View Scheme
(2E,4E)-2,4-dimethylhexa-2,4-dienoic acid
241806-94-0

(2E,4E)-2,4-dimethylhexa-2,4-dienoic acid

(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: Et3N / tetrahydrofuran / -15 °C
2: LiCl / tetrahydrofuran / 20 °C
3: 74 percent / NaHMDS; HMPA / tetrahydrofuran / 2 h / -78 - 0 °C
4: 83 percent / Ti(OiPr)4 / 70 °C
5: 97 percent / aq. HCl / tetrahydrofuran / 20 °C
6: Cs2CO3 / ethanol / 0 °C
7: Et3N / CH2Cl2 / 0 °C
8: 63 percent / LiHMDS / tetrahydrofuran / -78 - 0 °C
View Scheme
Multi-step reaction with 8 steps
1: Et3N / tetrahydrofuran / -15 °C
2: LiCl / tetrahydrofuran / 20 °C
3: NaHMDS; HMPA / tetrahydrofuran / -78 - 0 °C
4: 83 percent / Ti(OiPr)4 / 70 °C
5: 97 percent / aq. HCl / tetrahydrofuran / 20 °C
6: Cs2CO3 / ethanol / 0 °C
7: Et3N / CH2Cl2 / 0 °C
8: 63 percent / LiHMDS / tetrahydrofuran / -78 - 0 °C
View Scheme
(E)-(R)-2-Mercapto-2,4-dimethyl-hexa-3,5-dienoic acid ethyl ester
476371-88-7

(E)-(R)-2-Mercapto-2,4-dimethyl-hexa-3,5-dienoic acid ethyl ester

(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Et3N / CH2Cl2 / 0 °C
2: 70 percent / LiHMDS / tetrahydrofuran / -78 - -5 °C
View Scheme
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere
2: lithium hexamethyldisilazane / tetrahydrofuran / -78 - -5 °C / Inert atmosphere
View Scheme
2-(tert-butyl)-5-(2-methyl-buta-1,3-dienyl)-5-methyl-1,3-oxathiolan-4-one

2-(tert-butyl)-5-(2-methyl-buta-1,3-dienyl)-5-methyl-1,3-oxathiolan-4-one

(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Cs2CO3
2: Et3N / CH2Cl2 / 0 °C
3: 70 percent / LiHMDS / tetrahydrofuran / -78 - -5 °C
View Scheme
2-(tert-butyl)-5-(1-hydroxy-2-methyl-2-butenyl)-5-methyl-1,3-oxathiolan-4-one
476371-86-5

2-(tert-butyl)-5-(1-hydroxy-2-methyl-2-butenyl)-5-methyl-1,3-oxathiolan-4-one

(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 75 percent / 2,4-dinitrobenzenesulfenyl chloride; Et3N / 1,2-dichloro-ethane / 90 °C
2: Cs2CO3
3: Et3N / CH2Cl2 / 0 °C
4: 70 percent / LiHMDS / tetrahydrofuran / -78 - -5 °C
View Scheme
(2R,4R)-2-(t-butyl)-4-(2-methyl-buta-1,3-dienyl)-4-methyl-1,3-oxathiolan-5-one
476371-87-6

(2R,4R)-2-(t-butyl)-4-(2-methyl-buta-1,3-dienyl)-4-methyl-1,3-oxathiolan-5-one

(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: caesium carbonate / 10 °C / Inert atmosphere
2: triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere
3: lithium hexamethyldisilazane / tetrahydrofuran / -78 - -5 °C / Inert atmosphere
View Scheme
acetic anhydride
108-24-7

acetic anhydride

(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

Acetic acid (R)-2,4-dimethyl-2-((E)-2-methyl-buta-1,3-dienyl)-5-oxo-2,5-dihydro-thiophen-3-yl ester
384330-62-5

Acetic acid (R)-2,4-dimethyl-2-((E)-2-methyl-buta-1,3-dienyl)-5-oxo-2,5-dihydro-thiophen-3-yl ester

Conditions
ConditionsYield
With pyridine95%
chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

(R)-3,5-dimethyl-4-methoxymethoxy-5-((E)-2-methylbuta-1,3-dienyl)-5H-thiophen-2-one
873801-75-3

(R)-3,5-dimethyl-4-methoxymethoxy-5-((E)-2-methylbuta-1,3-dienyl)-5H-thiophen-2-one

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h;95%
(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

(R)-3,5-dimethyl-4-hydroxy-5-((E)-4-hydroxy-2-methylbut-1-enyl)-5H-thiophen-2-one
873801-63-9

(R)-3,5-dimethyl-4-hydroxy-5-((E)-4-hydroxy-2-methylbut-1-enyl)-5H-thiophen-2-one

Conditions
ConditionsYield
Stage #1: (+)-thiolactomycin With 9-borabicyclo[3.3.1]nonane dimer In tetrahydrofuran at 20℃; for 6h;
Stage #2: With sodium hydroxide; dihydrogen peroxide In tetrahydrofuran at 20℃; for 0.166667h;		88%
(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

A

4-hydroxy-3,5-dimethyl-5-(2-methyl-butyl)-5H-thiophen-2-one

4-hydroxy-3,5-dimethyl-5-(2-methyl-butyl)-5H-thiophen-2-one

B

(R)-4-Hydroxy-3,5-dimethyl-5-((E)-2-methyl-but-1-enyl)-5H-thiophen-2-one

(R)-4-Hydroxy-3,5-dimethyl-5-((E)-2-methyl-but-1-enyl)-5H-thiophen-2-one

Conditions
ConditionsYield
With dihydrogen peroxide; hydrazine hydrate In ethanol at 20℃; for 1.5h;A n/a
B 33%
With dihydrogen peroxide; hydrazine hydrate In ethanol at 20℃;A 20%
B n/a
(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

4-hydroxy-3,5-dimethyl-5-(2-methyl-but-3-enyl)-5H-thiophen-2-one

4-hydroxy-3,5-dimethyl-5-(2-methyl-but-3-enyl)-5H-thiophen-2-one

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: 9-BBN / tetrahydrofuran / 6 h / 20 °C
1.2: 88 percent / aq. H2O2; NaOH / tetrahydrofuran / 0.17 h / 20 °C
2.1: 23 percent / N2H4*H2O; aq. H2O2 / ethanol / 20 °C
3.1: 42 percent / Et3N / CH2Cl2 / 3 h / 20 °C
4.1: 65.6 percent / NaI / acetone / 4 h / Heating
5.1: 50 percent / t-BuOK / CH2Cl2; tetrahydrofuran / 0.5 h / 20 °C
View Scheme
(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

(R)-4-Hydroxy-3,5-dimethyl-5-((1E,3E)-2-methyl-penta-1,3-dienyl)-5H-thiophen-2-one

(R)-4-Hydroxy-3,5-dimethyl-5-((1E,3E)-2-methyl-penta-1,3-dienyl)-5H-thiophen-2-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 95 percent / DIPEA / CH2Cl2 / 3 h / 20 °C
2: 66 percent / Grubbs II catalyst / CH2Cl2 / 24 h / 45 °C
3: 75 percent / SiO2; polymer-bound TsOH / methanol / 20 °C
View Scheme
(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

(R)-3,5-dimethyl-4-hydroxy-5-(4-hydroxy-2-methylbutyl)-5H-thiophen-2-one
873801-64-0

(R)-3,5-dimethyl-4-hydroxy-5-(4-hydroxy-2-methylbutyl)-5H-thiophen-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 9-BBN / tetrahydrofuran / 6 h / 20 °C
1.2: 88 percent / aq. H2O2; NaOH / tetrahydrofuran / 0.17 h / 20 °C
2.1: 23 percent / N2H4*H2O; aq. H2O2 / ethanol / 20 °C
View Scheme
(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

(R)-3,5-dimethyl-4-methoxymethoxy-5-((1E,3E)-2-methylpenta-1,3-dienyl)-5H-thiophen-2-one
873801-76-4

(R)-3,5-dimethyl-4-methoxymethoxy-5-((1E,3E)-2-methylpenta-1,3-dienyl)-5H-thiophen-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / DIPEA / CH2Cl2 / 3 h / 20 °C
2: 66 percent / Grubbs II catalyst / CH2Cl2 / 24 h / 45 °C
View Scheme
(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

(R)-2,4-dimethyl-2-(4-iodo-2-methylbutyl)-5-oxo-2,5-dihydrothiophen-3-yl methanesulfonate
873801-66-2

(R)-2,4-dimethyl-2-(4-iodo-2-methylbutyl)-5-oxo-2,5-dihydrothiophen-3-yl methanesulfonate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 9-BBN / tetrahydrofuran / 6 h / 20 °C
1.2: 88 percent / aq. H2O2; NaOH / tetrahydrofuran / 0.17 h / 20 °C
2.1: 23 percent / N2H4*H2O; aq. H2O2 / ethanol / 20 °C
3.1: 42 percent / Et3N / CH2Cl2 / 3 h / 20 °C
4.1: 65.6 percent / NaI / acetone / 4 h / Heating
View Scheme
(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

(R)-2,4-dimethyl-2-(4-methanesulfonyloxy-2-methylbutyl)-5-oxo-2,5-dihydrothiophen-3-yl methanesulfonate
873801-65-1

(R)-2,4-dimethyl-2-(4-methanesulfonyloxy-2-methylbutyl)-5-oxo-2,5-dihydrothiophen-3-yl methanesulfonate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 9-BBN / tetrahydrofuran / 6 h / 20 °C
1.2: 88 percent / aq. H2O2; NaOH / tetrahydrofuran / 0.17 h / 20 °C
2.1: 23 percent / N2H4*H2O; aq. H2O2 / ethanol / 20 °C
3.1: 42 percent / Et3N / CH2Cl2 / 3 h / 20 °C
View Scheme
(+)-thiolactomycin
82079-32-1

(+)-thiolactomycin

(R)-4-Hydroxy-5-((E)-3-hydroxy-2-methyl-propenyl)-3,5-dimethyl-5H-thiophen-2-one

(R)-4-Hydroxy-5-((E)-3-hydroxy-2-methyl-propenyl)-3,5-dimethyl-5H-thiophen-2-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 95 percent / pyridine
2: 65 percent / aq. NaIO4; OsO4 / tetrahydrofuran
3: 45 percent / NaBH4; MeOH
View Scheme

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