CAS No.59865-23-5,MeBmt Suppliers

Shandong Hanjiang Chemical Co., Ltd.

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6-Octenoic acid, 3-hydroxy-4-methyl-2-(methylamino)-, (2S,3R,4R,6E)-

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Henan Wentao Chemical Product Co., Ltd.

Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod

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KAISA GROUP INC

1.Applied in food field.it can improve the immune system and prolong life. 2.Appliedin cosmetic field.it can improve the skin care. 3.Applied in pharmaceutical field.it can treat various dieases. 4.Our product quality assurance will make our customer

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Hangzhou Dingyan Chem Co., Ltd

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Henan Tianfu Chemical Co., Ltd.

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Chemsigma International Co.,Ltd.

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(4R)-4-[(E)-2-Butenyl]-4,N-dimethyl-L-threonine

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Antimex Chemical Limied

Ansciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali

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Wuhan Circle Star Chem-medical Technology co.,Ltd.

good quality, competitive price, thoughtful after sale serviceAppearance:white powder Storage:Keep it in dry,shady and cool place Package:25kg,50kg,180kg,200kg,250kg,1000kg，customization Application:Pharma;Industry;Agricultural;chemical reaserch Tran

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Henan Kanbei Chemical Co.,LTD

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

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Shanghai Chinqesen Biotechnology Co., Ltd.

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Zibo Hangyu Biotechnology Development Co., Ltd

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ZHEJIANG JIUZHOU CHEM CO.,LTD

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Jilin haofei import and export trade Co.,Ltd

Price, service, company and transport advantage: 1. Best service, place of origin China, high quality, and reasonable price. 2. It's customers' right to choose the package (EMS, DHL, FEDEX, UPS). 3. It's customers' right

59865-23-5 CAS NO.59865-23-5

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Chungking Joyinchem Co., Ltd.

Joyinchem have been committed to chemical supply for several years and have built good cooperation records with multinational chemical corporations and importers from all over the world. Our services include:-Spot goods-Contract manufacturing-Custom

6-Octenoic acid, 3-hydroxy-4-methyl-2-(methylamino)-, (2S,3R,4R,6E)-

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Nanjing Raymon Biotech Co., Ltd.

6-Octenoic acid, 3-hydroxy-4-methyl-2-(methylamino)-, (2S,3R,4R,6E)-Appearance:Off white to slight yellow solid Storage:Store in dry and cool condition Package:25kg or according to cutomer's demand Application:Chemical research/Pharmaceutical interme

6-Octenoic acid, 3-hydroxy-4-methyl-2-(methylamino)-, (2S,3R,4R,6E)-

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Topbatt Chemical Co., Ltd.

Topbatt Chemical Co., Ltd., Established in 2019, located in Shenzhen, Guangdong Province, is a Manufacturer and Trading company which specialized in fine chemicals like Pharmaceutical Reference Standards and Stable Isotopes. Our Stable Isotopes produ

Cyclosporin Impurity 4

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Shenzhen Sumshine Biotech Co., Ltd.

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Cyclosporin Impurity 4

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Chemical Co.Ltd

6-Octenoic acid, 3-hydroxy-4-methyl-2-(methylamino)-, (2S,3R,4R,6E)-Appearance:Off white to slight yellow solid Storage:Stored in shaded, cool and dry places Package:1L 5L 10L 25L bottle Application:pharma intermediate Transportation:Handle with care

6-Octenoic acid, 3-hydroxy-4-methyl-2-(methylamino)-, (2S,3R,4R,6E)-

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Synthetic route

: 81135-41-3
(4S,5R)-3-N-methyl-5-<<(1R,3E)-1-methyl-3-penten>-1-yl>oxazolidin-2-one-4-carboxylic acid

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
With potassium hydroxide for 5h; Heating;	100%
With potassium hydroxide at 80℃; for 3h; 2) pH=5;	94%
Multi-step reaction with 2 steps 1: 70 mg / diethyl ether 2: 80 percent / aq. KOH / 10 h / 80 - 95 °C View Scheme

: 81135-56-0
ethyl (4S,5R)-3-methyl-5-<(1R,3E)-1-methyl-3-pentenyl>-2-oxo-4-oxazolidinecarboxylate

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
With potassium hydroxide at 80℃; for 3h;	90%
Multi-step reaction with 2 steps 1: 90 percent / 0.1 N KOH / dioxane / 1 h / Ambient temperature 2: 94 percent / 2 N KOH / 3 h / 80 °C / 2) pH=5 View Scheme

: 104324-29-0
(4S,5R)-4-methoxycarbonyl-2-N-methyl-5-<(1"R,3"E)-1"-methylpent-3"-enyl>-2,2-dimethyl-2-oxazolidinone

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
With potassium hydroxide In water at 75 - 80℃;	82%
With potassium hydroxide at 80 - 95℃; for 10h;	80%
With potassium hydroxide In water at 80℃; for 3h;	76%
With potassium hydroxide Heating;

: 126576-06-5
(2S,3R,4R)-2-(N-(9-phenylfluoren-9-yl)-N-methylamino)-3-hydroxy-4-methyl-6-octynoic acid

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
With ammonia; lithium for 0.0333333h; Heating;	76%

: 124562-10-3
(2S,3R,4R)-3-hydroxy-4-methyl-2-(methylamino)-6-octynoic acid

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
With ammonia; lithium at -20℃; for 0.0833333h;	70%

: 127605-68-9
ethyl(2S,3R,4R,6E)-2-(N-formyl-N-methylamino)-3-hydroxy-4-methyloct-6-enoate

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
With potassium hydroxide at 80℃;	70%

: 128254-61-5
(3aR,3bS,7R,7aR,8aR)-2,2,7-Trimethyl-hexahydro-[1,3]dioxolo[4,5]furo[3,2-b]pyran-5-one

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
Multistep reaction;
Multi-step reaction with 8 steps 1: 1) disiobutylaluminium hydride / 1) CH2Cl2, -78 degC; 2) CH2Cl2 2: 1) pyridinium dichromate, Ac2O; 2) NaBH4 / 1) CH2Cl2; 2) MeOH 3: 1) (CF3SO2)2O, pyridine, 4-dimethylaminopyridine / 1) CH2Cl2, 0 deg C; 2) DMF, 80 deg C 4: NaCO3 / diethyl ether / 0 °C 5: 1) CF3COOH; 2) Pb(OAc)4 / 1) H2O, 0 deg C; 2) CH2Cl2 6: CrO3, H2SO4 / -15 °C 7: diethyl ether 8: KOH / H2O View Scheme

Yield

Multistep reaction;

Multi-step reaction with 8 steps
1: 1) disiobutylaluminium hydride / 1) CH2Cl2, -78 degC; 2) CH2Cl2
2: 1) pyridinium dichromate, Ac2O; 2) NaBH4 / 1) CH2Cl2; 2) MeOH
3: 1) (CF3SO2)2O, pyridine, 4-dimethylaminopyridine / 1) CH2Cl2, 0 deg C; 2) DMF, 80 deg C
4: NaCO3 / diethyl ether / 0 °C
5: 1) CF3COOH; 2) Pb(OAc)4 / 1) H2O, 0 deg C; 2) CH2Cl2
6: CrO3, H2SO4 / -15 °C
7: diethyl ether
8: KOH / H2O
View Scheme

: 112920-91-9, 112967-82-5, 112967-85-8, 112967-87-0
(4S,5R)-3-Methyl-5-((E)-(R)-1-methyl-pent-3-enyl)-2-phenyl-oxazolidine-4-carboxylic acid

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
With hydrogenchloride In methanol for 0.5h; Ambient temperature; pH=5; Yield given;

: 128254-67-1
(E)-(2S,3R,4R)-3-Formyloxy-4-methyl-2-[methyl-(2,2,2-trifluoro-acetyl)-amino]-oct-6-enoic acid methyl ester

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
With potassium hydroxide In water Yield given;

: 372119-48-7
(4R,5R)-4-hydroxymethyl-3-methyl-5-[(E,1R)-1-methyl-3-pentenyl]-oxazolidin-2-one

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: PDC / dimethylformamide / 17 h / 20 °C 2: 70 mg / diethyl ether 3: 80 percent / aq. KOH / 10 h / 80 - 95 °C View Scheme

: (4R,5R)-4-hydroxymethyl-5-((E)-1-methyl-3-pentenyl)-2-phenyl-2-oxazoline

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
Multi-step reaction with 9 steps 1: aq. HCl / tetrahydrofuran / 16 h / 20 °C 2: 271 mg / NaHCO3 / H2O; tetrahydrofuran / 2 h / 20 °C 3: 90 percent / imidazole / CH2Cl2 / 2 h / 10 °C 4: NaH / tetrahydrofuran / 48 h / 20 °C 5: NaOMe / methanol / 24 h / 55 - 60 °C 6: 108 mg / aq. HCl / tetrahydrofuran / 3 h / 20 °C 7: PDC / dimethylformamide / 17 h / 20 °C 8: 70 mg / diethyl ether 9: 80 percent / aq. KOH / 10 h / 80 - 95 °C View Scheme

Yield

Multi-step reaction with 9 steps
1: aq. HCl / tetrahydrofuran / 16 h / 20 °C
2: 271 mg / NaHCO3 / H2O; tetrahydrofuran / 2 h / 20 °C
3: 90 percent / imidazole / CH2Cl2 / 2 h / 10 °C
4: NaH / tetrahydrofuran / 48 h / 20 °C
5: NaOMe / methanol / 24 h / 55 - 60 °C
6: 108 mg / aq. HCl / tetrahydrofuran / 3 h / 20 °C
7: PDC / dimethylformamide / 17 h / 20 °C
8: 70 mg / diethyl ether
9: 80 percent / aq. KOH / 10 h / 80 - 95 °C
View Scheme

: 4-(tert-butyl-dimethyl-silanyloxymethyl)-5-isopropenyl-oxazolidin-2-one

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
Multi-step reaction with 14 steps 1: NaH / tetrahydrofuran / 0 - 20 °C 2: 1,3-bis(diphenylphosphino)propane / Pd2(dibenzylideneacetone)3CHCl3 / tetrahydrofuran / 4 h / 50 °C 3: tetrahydrofuran / 0 - 20 °C 4: 1.53 g / aq. NaOH; Pd(PPh3)4 / tetrahydrofuran / 4 h / 55 - 60 °C 5: 90 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C 6: aq. HCl / tetrahydrofuran / 16 h / 20 °C 7: 271 mg / NaHCO3 / H2O; tetrahydrofuran / 2 h / 20 °C 8: 90 percent / imidazole / CH2Cl2 / 2 h / 10 °C 9: NaH / tetrahydrofuran / 48 h / 20 °C 10: NaOMe / methanol / 24 h / 55 - 60 °C 11: 108 mg / aq. HCl / tetrahydrofuran / 3 h / 20 °C 12: PDC / dimethylformamide / 17 h / 20 °C 13: 70 mg / diethyl ether 14: 80 percent / aq. KOH / 10 h / 80 - 95 °C View Scheme

Yield

Multi-step reaction with 14 steps
1: NaH / tetrahydrofuran / 0 - 20 °C
2: 1,3-bis(diphenylphosphino)propane / Pd2(dibenzylideneacetone)3CHCl3 / tetrahydrofuran / 4 h / 50 °C
3: tetrahydrofuran / 0 - 20 °C
4: 1.53 g / aq. NaOH; Pd(PPh3)4 / tetrahydrofuran / 4 h / 55 - 60 °C
5: 90 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C
6: aq. HCl / tetrahydrofuran / 16 h / 20 °C
7: 271 mg / NaHCO3 / H2O; tetrahydrofuran / 2 h / 20 °C
8: 90 percent / imidazole / CH2Cl2 / 2 h / 10 °C
9: NaH / tetrahydrofuran / 48 h / 20 °C
10: NaOMe / methanol / 24 h / 55 - 60 °C
11: 108 mg / aq. HCl / tetrahydrofuran / 3 h / 20 °C
12: PDC / dimethylformamide / 17 h / 20 °C
13: 70 mg / diethyl ether
14: 80 percent / aq. KOH / 10 h / 80 - 95 °C
View Scheme

: (4R,5R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methyl-5-((E)-(R)-1-methyl-pent-3-enyl)-oxazolidin-2-one

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 108 mg / aq. HCl / tetrahydrofuran / 3 h / 20 °C 2: PDC / dimethylformamide / 17 h / 20 °C 3: 70 mg / diethyl ether 4: 80 percent / aq. KOH / 10 h / 80 - 95 °C View Scheme

: 372119-42-1
(4R,5R)-4-tert-butyldimethylsilyloxymethyl-2-phenyl-5-(2-propenyl)-2-oxazoline

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
Multi-step reaction with 12 steps 1: tetrahydrofuran / 0 - 20 °C 2: 1.53 g / aq. NaOH; Pd(PPh3)4 / tetrahydrofuran / 4 h / 55 - 60 °C 3: 90 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C 4: aq. HCl / tetrahydrofuran / 16 h / 20 °C 5: 271 mg / NaHCO3 / H2O; tetrahydrofuran / 2 h / 20 °C 6: 90 percent / imidazole / CH2Cl2 / 2 h / 10 °C 7: NaH / tetrahydrofuran / 48 h / 20 °C 8: NaOMe / methanol / 24 h / 55 - 60 °C 9: 108 mg / aq. HCl / tetrahydrofuran / 3 h / 20 °C 10: PDC / dimethylformamide / 17 h / 20 °C 11: 70 mg / diethyl ether 12: 80 percent / aq. KOH / 10 h / 80 - 95 °C View Scheme

Yield

Multi-step reaction with 12 steps
1: tetrahydrofuran / 0 - 20 °C
2: 1.53 g / aq. NaOH; Pd(PPh3)4 / tetrahydrofuran / 4 h / 55 - 60 °C
3: 90 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C
4: aq. HCl / tetrahydrofuran / 16 h / 20 °C
5: 271 mg / NaHCO3 / H2O; tetrahydrofuran / 2 h / 20 °C
6: 90 percent / imidazole / CH2Cl2 / 2 h / 10 °C
7: NaH / tetrahydrofuran / 48 h / 20 °C
8: NaOMe / methanol / 24 h / 55 - 60 °C
9: 108 mg / aq. HCl / tetrahydrofuran / 3 h / 20 °C
10: PDC / dimethylformamide / 17 h / 20 °C
11: 70 mg / diethyl ether
12: 80 percent / aq. KOH / 10 h / 80 - 95 °C
View Scheme

: (4R)-4-tert-butoxycarbonylamino-5-tert-butyldimethylsilyloxy-2-methylpent-1-en-3-ol

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
Multi-step reaction with 15 steps 1: NaH / tetrahydrofuran / 0 - 20 °C 2: NaH / tetrahydrofuran / 0 - 20 °C 3: 1,3-bis(diphenylphosphino)propane / Pd2(dibenzylideneacetone)3CHCl3 / tetrahydrofuran / 4 h / 50 °C 4: tetrahydrofuran / 0 - 20 °C 5: 1.53 g / aq. NaOH; Pd(PPh3)4 / tetrahydrofuran / 4 h / 55 - 60 °C 6: 90 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C 7: aq. HCl / tetrahydrofuran / 16 h / 20 °C 8: 271 mg / NaHCO3 / H2O; tetrahydrofuran / 2 h / 20 °C 9: 90 percent / imidazole / CH2Cl2 / 2 h / 10 °C 10: NaH / tetrahydrofuran / 48 h / 20 °C 11: NaOMe / methanol / 24 h / 55 - 60 °C 12: 108 mg / aq. HCl / tetrahydrofuran / 3 h / 20 °C 13: PDC / dimethylformamide / 17 h / 20 °C 14: 70 mg / diethyl ether 15: 80 percent / aq. KOH / 10 h / 80 - 95 °C View Scheme

Yield

Multi-step reaction with 15 steps
1: NaH / tetrahydrofuran / 0 - 20 °C
2: NaH / tetrahydrofuran / 0 - 20 °C
3: 1,3-bis(diphenylphosphino)propane / Pd2(dibenzylideneacetone)3CHCl3 / tetrahydrofuran / 4 h / 50 °C
4: tetrahydrofuran / 0 - 20 °C
5: 1.53 g / aq. NaOH; Pd(PPh3)4 / tetrahydrofuran / 4 h / 55 - 60 °C
6: 90 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C
7: aq. HCl / tetrahydrofuran / 16 h / 20 °C
8: 271 mg / NaHCO3 / H2O; tetrahydrofuran / 2 h / 20 °C
9: 90 percent / imidazole / CH2Cl2 / 2 h / 10 °C
10: NaH / tetrahydrofuran / 48 h / 20 °C
11: NaOMe / methanol / 24 h / 55 - 60 °C
12: 108 mg / aq. HCl / tetrahydrofuran / 3 h / 20 °C
13: PDC / dimethylformamide / 17 h / 20 °C
14: 70 mg / diethyl ether
15: 80 percent / aq. KOH / 10 h / 80 - 95 °C
View Scheme

: (4R,5R)-4-tert-butyldimethylsilyloxymethyl-5-((E)-1-methyl-3-pentenyl)-2-phenyl-2-oxazoline

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
Multi-step reaction with 10 steps 1: 90 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C 2: aq. HCl / tetrahydrofuran / 16 h / 20 °C 3: 271 mg / NaHCO3 / H2O; tetrahydrofuran / 2 h / 20 °C 4: 90 percent / imidazole / CH2Cl2 / 2 h / 10 °C 5: NaH / tetrahydrofuran / 48 h / 20 °C 6: NaOMe / methanol / 24 h / 55 - 60 °C 7: 108 mg / aq. HCl / tetrahydrofuran / 3 h / 20 °C 8: PDC / dimethylformamide / 17 h / 20 °C 9: 70 mg / diethyl ether 10: 80 percent / aq. KOH / 10 h / 80 - 95 °C View Scheme

Yield

Multi-step reaction with 10 steps
1: 90 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C
2: aq. HCl / tetrahydrofuran / 16 h / 20 °C
3: 271 mg / NaHCO3 / H2O; tetrahydrofuran / 2 h / 20 °C
4: 90 percent / imidazole / CH2Cl2 / 2 h / 10 °C
5: NaH / tetrahydrofuran / 48 h / 20 °C
6: NaOMe / methanol / 24 h / 55 - 60 °C
7: 108 mg / aq. HCl / tetrahydrofuran / 3 h / 20 °C
8: PDC / dimethylformamide / 17 h / 20 °C
9: 70 mg / diethyl ether
10: 80 percent / aq. KOH / 10 h / 80 - 95 °C
View Scheme

: (4R)-3-benzoyl-4-tert-butyldimethylsilyloxymethyl-5-(2-propenyl)oxazolidin-2-one

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
Multi-step reaction with 13 steps 1: 1,3-bis(diphenylphosphino)propane / Pd2(dibenzylideneacetone)3CHCl3 / tetrahydrofuran / 4 h / 50 °C 2: tetrahydrofuran / 0 - 20 °C 3: 1.53 g / aq. NaOH; Pd(PPh3)4 / tetrahydrofuran / 4 h / 55 - 60 °C 4: 90 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C 5: aq. HCl / tetrahydrofuran / 16 h / 20 °C 6: 271 mg / NaHCO3 / H2O; tetrahydrofuran / 2 h / 20 °C 7: 90 percent / imidazole / CH2Cl2 / 2 h / 10 °C 8: NaH / tetrahydrofuran / 48 h / 20 °C 9: NaOMe / methanol / 24 h / 55 - 60 °C 10: 108 mg / aq. HCl / tetrahydrofuran / 3 h / 20 °C 11: PDC / dimethylformamide / 17 h / 20 °C 12: 70 mg / diethyl ether 13: 80 percent / aq. KOH / 10 h / 80 - 95 °C View Scheme

Yield

Multi-step reaction with 13 steps
1: 1,3-bis(diphenylphosphino)propane / Pd2(dibenzylideneacetone)3CHCl3 / tetrahydrofuran / 4 h / 50 °C
2: tetrahydrofuran / 0 - 20 °C
3: 1.53 g / aq. NaOH; Pd(PPh3)4 / tetrahydrofuran / 4 h / 55 - 60 °C
4: 90 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C
5: aq. HCl / tetrahydrofuran / 16 h / 20 °C
6: 271 mg / NaHCO3 / H2O; tetrahydrofuran / 2 h / 20 °C
7: 90 percent / imidazole / CH2Cl2 / 2 h / 10 °C
8: NaH / tetrahydrofuran / 48 h / 20 °C
9: NaOMe / methanol / 24 h / 55 - 60 °C
10: 108 mg / aq. HCl / tetrahydrofuran / 3 h / 20 °C
11: PDC / dimethylformamide / 17 h / 20 °C
12: 70 mg / diethyl ether
13: 80 percent / aq. KOH / 10 h / 80 - 95 °C
View Scheme

: 372119-46-5
(2R,3R,4R,6E)-2-tert-butoxycarbonylamino-3-benzoyloxy-4-methyloct-6-en-1-ol

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 90 percent / imidazole / CH2Cl2 / 2 h / 10 °C 2: NaH / tetrahydrofuran / 48 h / 20 °C 3: NaOMe / methanol / 24 h / 55 - 60 °C 4: 108 mg / aq. HCl / tetrahydrofuran / 3 h / 20 °C 5: PDC / dimethylformamide / 17 h / 20 °C 6: 70 mg / diethyl ether 7: 80 percent / aq. KOH / 10 h / 80 - 95 °C View Scheme

: 372119-47-6
(2R,3R,4R,6E)-2-tert-butoxycarbonylamino-3-benzoyloxy-1-tert-butyldimethylsilyloxy-4-methyloct-6-ene

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: NaH / tetrahydrofuran / 48 h / 20 °C 2: NaOMe / methanol / 24 h / 55 - 60 °C 3: 108 mg / aq. HCl / tetrahydrofuran / 3 h / 20 °C 4: PDC / dimethylformamide / 17 h / 20 °C 5: 70 mg / diethyl ether 6: 80 percent / aq. KOH / 10 h / 80 - 95 °C View Scheme

: Benzoic acid (E)-(1R,2R)-1-[(R)-1-(tert-butoxycarbonyl-methyl-amino)-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-methyl-hex-4-enyl ester

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: NaOMe / methanol / 24 h / 55 - 60 °C 2: 108 mg / aq. HCl / tetrahydrofuran / 3 h / 20 °C 3: PDC / dimethylformamide / 17 h / 20 °C 4: 70 mg / diethyl ether 5: 80 percent / aq. KOH / 10 h / 80 - 95 °C View Scheme

: Benzoic acid (E)-(R)-1-((R)-1-amino-2-hydroxy-ethyl)-2-methyl-hex-4-enyl ester; hydrochloride

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1: 271 mg / NaHCO3 / H2O; tetrahydrofuran / 2 h / 20 °C 2: 90 percent / imidazole / CH2Cl2 / 2 h / 10 °C 3: NaH / tetrahydrofuran / 48 h / 20 °C 4: NaOMe / methanol / 24 h / 55 - 60 °C 5: 108 mg / aq. HCl / tetrahydrofuran / 3 h / 20 °C 6: PDC / dimethylformamide / 17 h / 20 °C 7: 70 mg / diethyl ether 8: 80 percent / aq. KOH / 10 h / 80 - 95 °C View Scheme

: (4R,5R)-5-[(R)-2-(9-Bora-bicyclo[3.3.1]non-9-yl)-1-methyl-ethyl]-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-phenyl-4,5-dihydro-oxazole

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
Multi-step reaction with 11 steps 1: 1.53 g / aq. NaOH; Pd(PPh3)4 / tetrahydrofuran / 4 h / 55 - 60 °C 2: 90 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C 3: aq. HCl / tetrahydrofuran / 16 h / 20 °C 4: 271 mg / NaHCO3 / H2O; tetrahydrofuran / 2 h / 20 °C 5: 90 percent / imidazole / CH2Cl2 / 2 h / 10 °C 6: NaH / tetrahydrofuran / 48 h / 20 °C 7: NaOMe / methanol / 24 h / 55 - 60 °C 8: 108 mg / aq. HCl / tetrahydrofuran / 3 h / 20 °C 9: PDC / dimethylformamide / 17 h / 20 °C 10: 70 mg / diethyl ether 11: 80 percent / aq. KOH / 10 h / 80 - 95 °C View Scheme

Yield

Multi-step reaction with 11 steps
1: 1.53 g / aq. NaOH; Pd(PPh3)4 / tetrahydrofuran / 4 h / 55 - 60 °C
2: 90 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C
3: aq. HCl / tetrahydrofuran / 16 h / 20 °C
4: 271 mg / NaHCO3 / H2O; tetrahydrofuran / 2 h / 20 °C
5: 90 percent / imidazole / CH2Cl2 / 2 h / 10 °C
6: NaH / tetrahydrofuran / 48 h / 20 °C
7: NaOMe / methanol / 24 h / 55 - 60 °C
8: 108 mg / aq. HCl / tetrahydrofuran / 3 h / 20 °C
9: PDC / dimethylformamide / 17 h / 20 °C
10: 70 mg / diethyl ether
11: 80 percent / aq. KOH / 10 h / 80 - 95 °C
View Scheme

: 158220-67-8
(2R)-2-methylhex-4-yn-1-ol

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 1.)(COCl)2, DMSO, 2.) Et3N / -78 °C 2: 63 percent / KHMDS, 18-crown-6 / tetrahydrofuran / 1 h / -78 °C 3: 82 percent / DIBAL-H / diethyl ether; hexane / 4 h / -78 °C 4: 1.) molecular sieves 4A, L-(+)-diethyltartrate, Ti(OiPr)4, 2.) tert-butyl hydroperoxide / 1.) CH2Cl2, -20 deg C, 3 min, 2.) CH2Cl2, -20 deg C, 60 h 5: 75 percent / pyridium dichromate / dimethylformamide / 48 h / Ambient temperature 7: 70 percent / Li, NH3(liq.) / 0.08 h / -20 °C View Scheme

Yield

Multi-step reaction with 7 steps
1: 1.)(COCl)2, DMSO, 2.) Et3N / -78 °C
2: 63 percent / KHMDS, 18-crown-6 / tetrahydrofuran / 1 h / -78 °C
3: 82 percent / DIBAL-H / diethyl ether; hexane / 4 h / -78 °C
4: 1.) molecular sieves 4A, L-(+)-diethyltartrate, Ti(OiPr)4, 2.) tert-butyl hydroperoxide / 1.) CH2Cl2, -20 deg C, 3 min, 2.) CH2Cl2, -20 deg C, 60 h
5: 75 percent / pyridium dichromate / dimethylformamide / 48 h / Ambient temperature
7: 70 percent / Li, NH3(liq.) / 0.08 h / -20 °C
View Scheme

: 158220-68-9
(2R)-2-methyl-4-hexyn-1-al

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 63 percent / KHMDS, 18-crown-6 / tetrahydrofuran / 1 h / -78 °C 2: 82 percent / DIBAL-H / diethyl ether; hexane / 4 h / -78 °C 3: 1.) molecular sieves 4A, L-(+)-diethyltartrate, Ti(OiPr)4, 2.) tert-butyl hydroperoxide / 1.) CH2Cl2, -20 deg C, 3 min, 2.) CH2Cl2, -20 deg C, 60 h 4: 75 percent / pyridium dichromate / dimethylformamide / 48 h / Ambient temperature 6: 70 percent / Li, NH3(liq.) / 0.08 h / -20 °C View Scheme

Yield

Multi-step reaction with 6 steps
1: 63 percent / KHMDS, 18-crown-6 / tetrahydrofuran / 1 h / -78 °C
2: 82 percent / DIBAL-H / diethyl ether; hexane / 4 h / -78 °C
3: 1.) molecular sieves 4A, L-(+)-diethyltartrate, Ti(OiPr)4, 2.) tert-butyl hydroperoxide / 1.) CH2Cl2, -20 deg C, 3 min, 2.) CH2Cl2, -20 deg C, 60 h
4: 75 percent / pyridium dichromate / dimethylformamide / 48 h / Ambient temperature
6: 70 percent / Li, NH3(liq.) / 0.08 h / -20 °C
View Scheme

: 158220-63-4
(2Z,4R) 4-methyl oct-6-yn-2-en-1-ol

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1.) molecular sieves 4A, L-(+)-diethyltartrate, Ti(OiPr)4, 2.) tert-butyl hydroperoxide / 1.) CH2Cl2, -20 deg C, 3 min, 2.) CH2Cl2, -20 deg C, 60 h 2: 75 percent / pyridium dichromate / dimethylformamide / 48 h / Ambient temperature 4: 70 percent / Li, NH3(liq.) / 0.08 h / -20 °C View Scheme

: 158220-65-6
(2R,3R,4R) 2,3-epoxy-4-methyl oct-6-ynoic acid

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: 70 percent / Li, NH3(liq.) / 0.08 h / -20 °C View Scheme

: 158220-66-7
(S)-4-Benzyl-3-((R)-2-methyl-hex-4-ynoyl)-oxazolidin-2-one

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1: 74 percent / LiAlH4 / diethyl ether / 0 °C 2: 1.)(COCl)2, DMSO, 2.) Et3N / -78 °C 3: 63 percent / KHMDS, 18-crown-6 / tetrahydrofuran / 1 h / -78 °C 4: 82 percent / DIBAL-H / diethyl ether; hexane / 4 h / -78 °C 5: 1.) molecular sieves 4A, L-(+)-diethyltartrate, Ti(OiPr)4, 2.) tert-butyl hydroperoxide / 1.) CH2Cl2, -20 deg C, 3 min, 2.) CH2Cl2, -20 deg C, 60 h 6: 75 percent / pyridium dichromate / dimethylformamide / 48 h / Ambient temperature 8: 70 percent / Li, NH3(liq.) / 0.08 h / -20 °C View Scheme

Yield

Multi-step reaction with 8 steps
1: 74 percent / LiAlH4 / diethyl ether / 0 °C
2: 1.)(COCl)2, DMSO, 2.) Et3N / -78 °C
3: 63 percent / KHMDS, 18-crown-6 / tetrahydrofuran / 1 h / -78 °C
4: 82 percent / DIBAL-H / diethyl ether; hexane / 4 h / -78 °C
5: 1.) molecular sieves 4A, L-(+)-diethyltartrate, Ti(OiPr)4, 2.) tert-butyl hydroperoxide / 1.) CH2Cl2, -20 deg C, 3 min, 2.) CH2Cl2, -20 deg C, 60 h
6: 75 percent / pyridium dichromate / dimethylformamide / 48 h / Ambient temperature
8: 70 percent / Li, NH3(liq.) / 0.08 h / -20 °C
View Scheme

: 158220-64-5
(2S,3R,4R) 2,3-epoxy-4-methyl oct-6-yn-1-ol

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 75 percent / pyridium dichromate / dimethylformamide / 48 h / Ambient temperature 3: 70 percent / Li, NH3(liq.) / 0.08 h / -20 °C View Scheme

: 158220-69-0
methyl (2Z,4R) 4-methyl oct-6-yn-2-enoate

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 82 percent / DIBAL-H / diethyl ether; hexane / 4 h / -78 °C 2: 1.) molecular sieves 4A, L-(+)-diethyltartrate, Ti(OiPr)4, 2.) tert-butyl hydroperoxide / 1.) CH2Cl2, -20 deg C, 3 min, 2.) CH2Cl2, -20 deg C, 60 h 3: 75 percent / pyridium dichromate / dimethylformamide / 48 h / Ambient temperature 5: 70 percent / Li, NH3(liq.) / 0.08 h / -20 °C View Scheme

: 81143-07-9, 81202-45-1, 84926-84-1, 89362-99-2
(5R)-3-methyl-5-<(1R,3E)-1-methyl-3-pentenyl>-2-oxo-4-oxazolidine-carbonitrile

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 90 percent / K2CO3 / H2O / 6 h / Ambient temperature 2: 95 percent / 1 N HCl / aq. ethanol / 2 h / Ambient temperature 3: 90 percent / 2 N KOH / 3 h / 80 °C View Scheme
Multi-step reaction with 4 steps 1: 90 percent / K2CO3 / H2O / 6 h / Ambient temperature 2: 95 percent / 1 N HCl / aq. ethanol / 2 h / Ambient temperature 3: 90 percent / 0.1 N KOH / dioxane / 1 h / Ambient temperature 4: 94 percent / 2 N KOH / 3 h / 80 °C / 2) pH=5 View Scheme

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

: 67-64-1
acetone

: 81135-31-1
(4S,5R,1'R,3'E)-2,2,3-trimethyl-5-(1'-methyl-3'-pentenyl)-4-oxazolidinecarboxylic acid

Conditions

Conditions	Yield
	100%
for 20h; Heating;
for 24h; Heating;
In acetone for 24h; Heating;

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

: 1027283-80-2
H-MeBmt-Abu-Sar-MeLeu-Val-MeLeu-Phe-OBzl

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 24 h / Heating 2: N-methylmorpholine, 1-hydroxybenzotriazole, DCC / acetone; tetrahydrofuran / 20 h / Ambient temperature 3: 1 N aq. HCl / methanol / 15 h / Heating View Scheme

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

: 1027556-01-9
H-MeBmt-Abu-(D)-MeAla-MeLeu-Val-MeLeu-Phe-OBzl

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 24 h / Heating 2: N-methylmorpholine, 1-hydroxybenzotriazole, DCC / acetone; tetrahydrofuran / 20 h / Ambient temperature 3: 1 N aq. HCl / methanol / 15 h / Heating View Scheme

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

: C55H85N7O9

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 24 h / Heating 2: N-methylmorpholine, 1-hydroxybenzotriazole, DCC / acetone; tetrahydrofuran / 20 h / Ambient temperature View Scheme

: 59865-23-5
(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-methylamino-6-octenoic acid

: C56H87N7O9

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 24 h / Heating 2: N-methylmorpholine, 1-hydroxybenzotriazole, DCC / acetone; tetrahydrofuran / 20 h / Ambient temperature View Scheme

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