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Vitamin K2(35)
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Name

Vitamin K2(35)

 EINECS N/A
CAS No. 2124-57-4 Density 0.961 g/cm3
PSA 34.14000 LogP 14.09740
Solubility N/A Melting Point 54 °C
Formula C46H64O2 Boiling Point 720.1 °C at 760mmHg
Molecular Weight 649.013 Flash Point 254.9 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 2124-57-4 (Vitamin K2(35)) Hazard Symbols N/A
Synonyms

1,4-Naphthalenedione,2-(3,7,11,15,19,23,27-heptamethyl-2,6,10,14,18,22,26-octacosaheptaenyl)-3-methyl-,(all-E)-;1,4-Naphthalenedione,2-[(2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23,27-heptamethyl-2,6,10,14,18,22,26-octacosaheptaenyl]-3-methyl-(9CI);1,4-Naphthoquinone,2-(3,7,11,15,19,23,27-heptamethyl-2,6,10,14,18,22,26-octacosaheptaenyl)-3-methyl-,(all-E)- (8CI);MK7;Menaquinone 7;Menaquinone K7;Vitamin MK7;1,4-Naphthalenedione,2-[(2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23,27-heptamethyl-2,6,10,14,18,22,26-octacosaheptaen-1-yl]-3-methyl-;

Article Data 11

Vitamin K2(35) Synthetic route

1218784-62-3

2-(3,7,11,15,19,23,27-heptamethyloctacosa-2,6,10,14,18,22,26-heptaenyl)-1,4-dimethoxy-3-methylnaphthalene

2124-57-4

menaquinone-7

Conditions
ConditionsYield
With ammonium cerium (IV) nitrate In water; acetonitrile at 20℃; for 4.08333h;80%
With ammonium cerium (IV) nitrate In acetonitrile at 20℃; for 4.08333h;80%
With ammonium cerium (IV) nitrate In water; acetonitrile at 0℃; for 0.75h;72%
With ammonium cerium (IV) nitrate In dichloromethane; water; acetonitrile at 0℃; for 0.75h;0.753 g
1597486-88-8

C50H74O2

2124-57-4

menaquinone-7

Conditions
ConditionsYield
With ammonium cerium (IV) nitrate In dichloromethane; water; acetonitrile at 0℃; for 0.25h;72%
31599-79-8

2-(chloromethyl)-3-methylnaphthalene-1,4-dione

C33H52

75-24-1

trimethylaluminum

2124-57-4

menaquinone-7

Conditions
ConditionsYield
Stage #1: C33H52; trimethylaluminum With zirconocene dichloride In toluene at 0℃; for 1h;
Stage #2: 2-(chloromethyl)-3-methylnaphthalene-1,4-dione With bis(triphenylphosphine)nickel(II) chloride; n-butyllithium In tetrahydrofuran; hexane at -20℃; for 1h;		65%
4128-17-0

(2E,6E)-farnesyl acetate

2124-57-4

menaquinone-7

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1.1: salicylic acid; selenium(IV) oxide; tert.-butylhydroperoxide / water; dichloromethane / 24 h / 0 - 20 °C
2.1: sodium tetrahydroborate / methanol; tetrahydrofuran / 0.75 h / -10 °C
3.1: phosphorus tribromide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere
4.1: N,N-dimethyl-formamide / 18 h / 20 °C / Darkness
5.1: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / 2.67 h / -78 °C
5.2: -78 - 20 °C
6.1: sodium hydroxide; water / methanol / 1 h / 20 °C / pH 12
7.1: phosphorus tribromide / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere; Cooling with acetone-dry ice
8.1: sodium hexamethyldisilazane / tetrahydrofuran; N,N-dimethyl-formamide / 0.5 h / -20 - 0 °C / Inert atmosphere; Cooling with acetone-dry ice
9.1: (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride / tetrahydrofuran / 0.08 h / 0 °C / Cooling with acetone-dry ice; Inert atmosphere
9.2: 4.5 h / 0 °C / Inert atmosphere
10.1: ammonium cerium (IV) nitrate / water; dichloromethane; acetonitrile / 0.25 h / 0 °C
View Scheme
Multi-step reaction with 11 steps
1.1: salicylic acid; selenium(IV) oxide; tert.-butylhydroperoxide / water; dichloromethane / 24 h / 0 - 20 °C
2.1: sodium tetrahydroborate / methanol; tetrahydrofuran / 0.75 h / -10 °C
3.1: phosphorus tribromide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere
4.1: N,N-dimethyl-formamide / 18 h / 20 °C / Darkness
5.1: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / 2.67 h / -78 °C
5.2: -78 - 20 °C
6.1: sodium hydroxide; water / methanol / 1 h / 20 °C / pH 12
7.1: (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride; lithium triethylborohydride / tetrahydrofuran / 1.17 h / 0 °C / Inert atmosphere
8.1: phosphorus tribromide / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere; Cooling with acetone-dry ice
9.1: sodium hexamethyldisilazane / tetrahydrofuran; N,N-dimethyl-formamide / 0.83 h / -20 °C / Inert atmosphere; Cooling with acetone-dry ice
10.1: (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride / tetrahydrofuran / 0.08 h / Inert atmosphere; Cooling with acetone-dry ice
10.2: 5 h / 0 °C / Inert atmosphere
11.1: ammonium cerium (IV) nitrate / water; dichloromethane; acetonitrile / 0.25 h / 0 °C
View Scheme
Multi-step reaction with 11 steps
1.1: selenium(IV) oxide; salicylic acid; tert.-butylhydroperoxide / dichloromethane / 14 h / 0 °C
1.2: 2 h
2.1: methanesulfonyl chloride; triethylamine / tetrahydrofuran / 0.75 h / -45 - -40 °C
2.2: 2 h / 0 °C
3.1: n-butyllithium / tetrahydrofuran / 0.67 h / -78 °C / Inert atmosphere
3.2: Inert atmosphere
4.1: sodium methylate / methanol / 4 h / 0 °C
5.1: Dess-Martin periodane; water / dichloromethane; acetonitrile / 20 °C
6.1: hydrazine; potassium hydroxide / diethylene glycol / 4 h / 60 - 215 °C / Inert atmosphere; Reflux
7.1: triphenylphosphine; bromine / dichloromethane / 0 °C
8.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
8.2: 12 h / Inert atmosphere
9.1: Dess-Martin periodane; water / dichloromethane; acetonitrile / 20 °C
10.1: hydrazine; potassium hydroxide / diethylene glycol / 4 h / 60 - 215 °C / Inert atmosphere; Reflux
11.1: ammonium cerium (IV) nitrate / water; acetonitrile / 4.08 h / 20 °C
View Scheme
93787-91-8

E,E,E-12-hydroxyfarnesyl acetate

2124-57-4

menaquinone-7

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: phosphorus tribromide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere
2.1: N,N-dimethyl-formamide / 18 h / 20 °C / Darkness
3.1: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / 2.67 h / -78 °C
3.2: -78 - 20 °C
4.1: sodium hydroxide; water / methanol / 1 h / 20 °C / pH 12
5.1: phosphorus tribromide / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere; Cooling with acetone-dry ice
6.1: sodium hexamethyldisilazane / tetrahydrofuran; N,N-dimethyl-formamide / 0.5 h / -20 - 0 °C / Inert atmosphere; Cooling with acetone-dry ice
7.1: (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride / tetrahydrofuran / 0.08 h / 0 °C / Cooling with acetone-dry ice; Inert atmosphere
7.2: 4.5 h / 0 °C / Inert atmosphere
8.1: ammonium cerium (IV) nitrate / water; dichloromethane; acetonitrile / 0.25 h / 0 °C
View Scheme
Multi-step reaction with 9 steps
1.1: phosphorus tribromide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere
2.1: N,N-dimethyl-formamide / 18 h / 20 °C / Darkness
3.1: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / 2.67 h / -78 °C
3.2: -78 - 20 °C
4.1: sodium hydroxide; water / methanol / 1 h / 20 °C / pH 12
5.1: (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride; lithium triethylborohydride / tetrahydrofuran / 1.17 h / 0 °C / Inert atmosphere
6.1: phosphorus tribromide / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere; Cooling with acetone-dry ice
7.1: sodium hexamethyldisilazane / tetrahydrofuran; N,N-dimethyl-formamide / 0.83 h / -20 °C / Inert atmosphere; Cooling with acetone-dry ice
8.1: (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride / tetrahydrofuran / 0.08 h / Inert atmosphere; Cooling with acetone-dry ice
8.2: 5 h / 0 °C / Inert atmosphere
9.1: ammonium cerium (IV) nitrate / water; dichloromethane; acetonitrile / 0.25 h / 0 °C
View Scheme
Multi-step reaction with 10 steps
1.1: methanesulfonyl chloride; triethylamine / tetrahydrofuran / 0.75 h / -45 - -40 °C
1.2: 2 h / 0 °C
2.1: n-butyllithium / tetrahydrofuran / 0.67 h / -78 °C / Inert atmosphere
2.2: Inert atmosphere
3.1: sodium methylate / methanol / 4 h / 0 °C
4.1: Dess-Martin periodane; water / dichloromethane; acetonitrile / 20 °C
5.1: hydrazine; potassium hydroxide / diethylene glycol / 4 h / 60 - 215 °C / Inert atmosphere; Reflux
6.1: triphenylphosphine; bromine / dichloromethane / 0 °C
7.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
7.2: 12 h / Inert atmosphere
8.1: Dess-Martin periodane; water / dichloromethane; acetonitrile / 20 °C
9.1: hydrazine; potassium hydroxide / diethylene glycol / 4 h / 60 - 215 °C / Inert atmosphere; Reflux
10.1: ammonium cerium (IV) nitrate / water; acetonitrile / 4.08 h / 20 °C
View Scheme
1597486-72-0

(2E,6E,10E)-3,7,11-trimethyl-12-(phenylsulfonyl)-dodeca-2,6,10-trien-1-yl acetate

2124-57-4

menaquinone-7

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / 2.67 h / -78 °C
1.2: -78 - 20 °C
2.1: sodium hydroxide; water / methanol / 1 h / 20 °C / pH 12
3.1: phosphorus tribromide / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere; Cooling with acetone-dry ice
4.1: sodium hexamethyldisilazane / tetrahydrofuran; N,N-dimethyl-formamide / 0.5 h / -20 - 0 °C / Inert atmosphere; Cooling with acetone-dry ice
5.1: (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride / tetrahydrofuran / 0.08 h / 0 °C / Cooling with acetone-dry ice; Inert atmosphere
5.2: 4.5 h / 0 °C / Inert atmosphere
6.1: ammonium cerium (IV) nitrate / water; dichloromethane; acetonitrile / 0.25 h / 0 °C
View Scheme
Multi-step reaction with 7 steps
1.1: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / 2.67 h / -78 °C
1.2: -78 - 20 °C
2.1: sodium hydroxide; water / methanol / 1 h / 20 °C / pH 12
3.1: (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride; lithium triethylborohydride / tetrahydrofuran / 1.17 h / 0 °C / Inert atmosphere
4.1: phosphorus tribromide / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere; Cooling with acetone-dry ice
5.1: sodium hexamethyldisilazane / tetrahydrofuran; N,N-dimethyl-formamide / 0.83 h / -20 °C / Inert atmosphere; Cooling with acetone-dry ice
6.1: (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride / tetrahydrofuran / 0.08 h / Inert atmosphere; Cooling with acetone-dry ice
6.2: 5 h / 0 °C / Inert atmosphere
7.1: ammonium cerium (IV) nitrate / water; dichloromethane; acetonitrile / 0.25 h / 0 °C
View Scheme
Multi-step reaction with 7 steps
1.1: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / 2.5 h / -78 °C
1.2: -78 - 20 °C
2.1: sodium hydroxide / methanol; water / 1 h / 20 °C / pH 12
3.1: (1,2-bis(diphenylphosphanyl)ethane)dichloridopalladium(II); lithium triethylborohydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
4.1: phosphorus tribromide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere
5.1: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / -20 °C
6.1: (1,2-bis(diphenylphosphanyl)ethane)dichloridopalladium(II); lithium triethylborohydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
7.1: ammonium cerium (IV) nitrate / water; acetonitrile / 0.75 h / 0 °C
View Scheme
Multi-step reaction with 7 steps
1.1: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / 2.5 h / -78 °C
1.2: -78 - 20 °C
2.1: sodium hydroxide / methanol / 1 h / 20 °C / pH 12
3.1: (1,2-bis(diphenylphosphanyl)ethane)dichloridopalladium(II); lithium triethylborohydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere
4.1: phosphorus tribromide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere
5.1: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / 1 h / -20 °C
6.1: (1,2-bis(diphenylphosphanyl)ethane)dichloridopalladium(II); lithium triethylborohydride / tetrahydrofuran / 4 h / 0 °C / Inert atmosphere
7.1: ammonium cerium (IV) nitrate / water; acetonitrile; dichloromethane / 0.75 h / 0 °C
View Scheme
24163-93-7, 24163-94-8, 56881-57-3, 6874-67-5, 28290-41-7

farnesyl bromide

2124-57-4

menaquinone-7

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / 2.67 h / -78 °C
1.2: -78 - 20 °C
2.1: sodium hydroxide; water / methanol / 1 h / 20 °C / pH 12
3.1: phosphorus tribromide / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere; Cooling with acetone-dry ice
4.1: sodium hexamethyldisilazane / tetrahydrofuran; N,N-dimethyl-formamide / 0.5 h / -20 - 0 °C / Inert atmosphere; Cooling with acetone-dry ice
5.1: (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride / tetrahydrofuran / 0.08 h / 0 °C / Cooling with acetone-dry ice; Inert atmosphere
5.2: 4.5 h / 0 °C / Inert atmosphere
6.1: ammonium cerium (IV) nitrate / water; dichloromethane; acetonitrile / 0.25 h / 0 °C
View Scheme
Multi-step reaction with 7 steps
1.1: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / 2.67 h / -78 °C
1.2: -78 - 20 °C
2.1: sodium hydroxide; water / methanol / 1 h / 20 °C / pH 12
3.1: (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride; lithium triethylborohydride / tetrahydrofuran / 1.17 h / 0 °C / Inert atmosphere
4.1: phosphorus tribromide / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere; Cooling with acetone-dry ice
5.1: sodium hexamethyldisilazane / tetrahydrofuran; N,N-dimethyl-formamide / 0.83 h / -20 °C / Inert atmosphere; Cooling with acetone-dry ice
6.1: (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride / tetrahydrofuran / 0.08 h / Inert atmosphere; Cooling with acetone-dry ice
6.2: 5 h / 0 °C / Inert atmosphere
7.1: ammonium cerium (IV) nitrate / water; dichloromethane; acetonitrile / 0.25 h / 0 °C
View Scheme
Multi-step reaction with 8 steps
1.1: N,N-dimethyl-formamide / 18 h / 20 °C / Darkness
2.1: n-butyllithium / tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide / 1.5 h / -78 °C
2.2: -78 - 0 °C
3.1: sodium methylate / methanol / 2 h / 20 °C / pH 12
4.1: (1,2-bis(diphenylphosphanyl)ethane)dichloridopalladium(II); lithium triethylborohydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
5.1: phosphorus tribromide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere
6.1: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / -20 °C
7.1: (1,2-bis(diphenylphosphanyl)ethane)dichloridopalladium(II); lithium triethylborohydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
8.1: ammonium cerium (IV) nitrate / water; acetonitrile / 0.75 h / 0 °C
View Scheme
Multi-step reaction with 7 steps
1.1: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / 2.5 h / -78 °C
1.2: -78 - 20 °C
2.1: sodium hydroxide / methanol / 1 h / 20 °C / pH 12
3.1: (1,2-bis(diphenylphosphanyl)ethane)dichloridopalladium(II); lithium triethylborohydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere
4.1: phosphorus tribromide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere
5.1: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / 1 h / -20 °C
6.1: (1,2-bis(diphenylphosphanyl)ethane)dichloridopalladium(II); lithium triethylborohydride / tetrahydrofuran / 4 h / 0 °C / Inert atmosphere
7.1: ammonium cerium (IV) nitrate / water; acetonitrile; dichloromethane / 0.75 h / 0 °C
View Scheme
Multi-step reaction with 8 steps
1.1: pyridine / N,N-dimethyl-formamide / 18 h / 20 °C / Darkness
2.1: n-butyllithium / tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide / 1.5 h / -78 °C
2.2: 5 h / -78 °C
3.1: sodium methylate; methanol / 2 h / 20 °C
4.1: (1,2-bis(diphenylphosphanyl)ethane)dichloridopalladium(II); lithium triethylborohydride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere
5.1: phosphorus tribromide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere
6.1: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / 1 h / -20 °C
7.1: (1,2-bis(diphenylphosphanyl)ethane)dichloridopalladium(II); lithium triethylborohydride / tetrahydrofuran / 4 h / 0 °C / Inert atmosphere
8.1: ammonium cerium (IV) nitrate / water; acetonitrile; dichloromethane / 0.75 h / 0 °C
View Scheme
1597487-01-8

C38H56O4S

2124-57-4

menaquinone-7

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: sodium hydroxide; water / methanol / 1 h / 20 °C / pH 12
2.1: phosphorus tribromide / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere; Cooling with acetone-dry ice
3.1: sodium hexamethyldisilazane / tetrahydrofuran; N,N-dimethyl-formamide / 0.5 h / -20 - 0 °C / Inert atmosphere; Cooling with acetone-dry ice
4.1: (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride / tetrahydrofuran / 0.08 h / 0 °C / Cooling with acetone-dry ice; Inert atmosphere
4.2: 4.5 h / 0 °C / Inert atmosphere
5.1: ammonium cerium (IV) nitrate / water; dichloromethane; acetonitrile / 0.25 h / 0 °C
View Scheme
Multi-step reaction with 6 steps
1.1: sodium hydroxide; water / methanol / 1 h / 20 °C / pH 12
2.1: (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride; lithium triethylborohydride / tetrahydrofuran / 1.17 h / 0 °C / Inert atmosphere
3.1: phosphorus tribromide / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere; Cooling with acetone-dry ice
4.1: sodium hexamethyldisilazane / tetrahydrofuran; N,N-dimethyl-formamide / 0.83 h / -20 °C / Inert atmosphere; Cooling with acetone-dry ice
5.1: (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride / tetrahydrofuran / 0.08 h / Inert atmosphere; Cooling with acetone-dry ice
5.2: 5 h / 0 °C / Inert atmosphere
6.1: ammonium cerium (IV) nitrate / water; dichloromethane; acetonitrile / 0.25 h / 0 °C
View Scheme
Multi-step reaction with 6 steps
1: sodium hydroxide / methanol; water / 1 h / 20 °C / pH 12
2: (1,2-bis(diphenylphosphanyl)ethane)dichloridopalladium(II); lithium triethylborohydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
3: phosphorus tribromide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere
4: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / -20 °C
5: (1,2-bis(diphenylphosphanyl)ethane)dichloridopalladium(II); lithium triethylborohydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
6: ammonium cerium (IV) nitrate / water; acetonitrile / 0.75 h / 0 °C
View Scheme
Multi-step reaction with 6 steps
1: sodium hydroxide / methanol / 1 h / 20 °C / pH 12
2: (1,2-bis(diphenylphosphanyl)ethane)dichloridopalladium(II); lithium triethylborohydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere
3: phosphorus tribromide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere
4: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / 1 h / -20 °C
5: (1,2-bis(diphenylphosphanyl)ethane)dichloridopalladium(II); lithium triethylborohydride / tetrahydrofuran / 4 h / 0 °C / Inert atmosphere
6: ammonium cerium (IV) nitrate / water; acetonitrile; dichloromethane / 0.75 h / 0 °C
View Scheme
1597486-78-6

(2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyl-12-(phenylsulfonyl)tetracosa-2,6,10,14,18,22-hexaen-1-ol

2124-57-4

menaquinone-7

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: phosphorus tribromide / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere; Cooling with acetone-dry ice
2.1: sodium hexamethyldisilazane / tetrahydrofuran; N,N-dimethyl-formamide / 0.5 h / -20 - 0 °C / Inert atmosphere; Cooling with acetone-dry ice
3.1: (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride / tetrahydrofuran / 0.08 h / 0 °C / Cooling with acetone-dry ice; Inert atmosphere
3.2: 4.5 h / 0 °C / Inert atmosphere
4.1: ammonium cerium (IV) nitrate / water; dichloromethane; acetonitrile / 0.25 h / 0 °C
View Scheme
Multi-step reaction with 5 steps
1.1: (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride; lithium triethylborohydride / tetrahydrofuran / 1.17 h / 0 °C / Inert atmosphere
2.1: phosphorus tribromide / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere; Cooling with acetone-dry ice
3.1: sodium hexamethyldisilazane / tetrahydrofuran; N,N-dimethyl-formamide / 0.83 h / -20 °C / Inert atmosphere; Cooling with acetone-dry ice
4.1: (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride / tetrahydrofuran / 0.08 h / Inert atmosphere; Cooling with acetone-dry ice
4.2: 5 h / 0 °C / Inert atmosphere
5.1: ammonium cerium (IV) nitrate / water; dichloromethane; acetonitrile / 0.25 h / 0 °C
View Scheme
Multi-step reaction with 5 steps
1: (1,2-bis(diphenylphosphanyl)ethane)dichloridopalladium(II); lithium triethylborohydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
2: phosphorus tribromide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere
3: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / -20 °C
4: (1,2-bis(diphenylphosphanyl)ethane)dichloridopalladium(II); lithium triethylborohydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
5: ammonium cerium (IV) nitrate / water; acetonitrile / 0.75 h / 0 °C
View Scheme
Multi-step reaction with 5 steps
1: (1,2-bis(diphenylphosphanyl)ethane)dichloridopalladium(II); lithium triethylborohydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere
2: phosphorus tribromide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere
3: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / 1 h / -20 °C
4: (1,2-bis(diphenylphosphanyl)ethane)dichloridopalladium(II); lithium triethylborohydride / tetrahydrofuran / 4 h / 0 °C / Inert atmosphere
5: ammonium cerium (IV) nitrate / water; acetonitrile; dichloromethane / 0.75 h / 0 °C
View Scheme
104423-44-1

(2E,6E,10E)-12-bromo-3,7,11-trimethyl-2,6,10-dodecatrienyl acetate

2124-57-4

menaquinone-7

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: N,N-dimethyl-formamide / 18 h / 20 °C / Darkness
2.1: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / 2.67 h / -78 °C
2.2: -78 - 20 °C
3.1: sodium hydroxide; water / methanol / 1 h / 20 °C / pH 12
4.1: phosphorus tribromide / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere; Cooling with acetone-dry ice
5.1: sodium hexamethyldisilazane / tetrahydrofuran; N,N-dimethyl-formamide / 0.5 h / -20 - 0 °C / Inert atmosphere; Cooling with acetone-dry ice
6.1: (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride / tetrahydrofuran / 0.08 h / 0 °C / Cooling with acetone-dry ice; Inert atmosphere
6.2: 4.5 h / 0 °C / Inert atmosphere
7.1: ammonium cerium (IV) nitrate / water; dichloromethane; acetonitrile / 0.25 h / 0 °C
View Scheme
Multi-step reaction with 8 steps
1.1: N,N-dimethyl-formamide / 18 h / 20 °C / Darkness
2.1: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / 2.67 h / -78 °C
2.2: -78 - 20 °C
3.1: sodium hydroxide; water / methanol / 1 h / 20 °C / pH 12
4.1: (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride; lithium triethylborohydride / tetrahydrofuran / 1.17 h / 0 °C / Inert atmosphere
5.1: phosphorus tribromide / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere; Cooling with acetone-dry ice
6.1: sodium hexamethyldisilazane / tetrahydrofuran; N,N-dimethyl-formamide / 0.83 h / -20 °C / Inert atmosphere; Cooling with acetone-dry ice
7.1: (1,2-bis(diphenylphosphino)ethane)palladium(II) chloride / tetrahydrofuran / 0.08 h / Inert atmosphere; Cooling with acetone-dry ice
7.2: 5 h / 0 °C / Inert atmosphere
8.1: ammonium cerium (IV) nitrate / water; dichloromethane; acetonitrile / 0.25 h / 0 °C
View Scheme
Multi-step reaction with 9 steps
1.1: n-butyllithium / tetrahydrofuran / 0.67 h / -78 °C / Inert atmosphere
1.2: Inert atmosphere
2.1: sodium methylate / methanol / 4 h / 0 °C
3.1: Dess-Martin periodane; water / dichloromethane; acetonitrile / 20 °C
4.1: hydrazine; potassium hydroxide / diethylene glycol / 4 h / 60 - 215 °C / Inert atmosphere; Reflux
5.1: triphenylphosphine; bromine / dichloromethane / 0 °C
6.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
6.2: 12 h / Inert atmosphere
7.1: Dess-Martin periodane; water / dichloromethane; acetonitrile / 20 °C
8.1: hydrazine; potassium hydroxide / diethylene glycol / 4 h / 60 - 215 °C / Inert atmosphere; Reflux
9.1: ammonium cerium (IV) nitrate / water; acetonitrile / 4.08 h / 20 °C
View Scheme

Vitamin K2(35) Specification

The CAS register number of Vitamin K2(35) is 2124-57-4. It also can be called 1,4-Naphthalenedione, 2-(3,7,11,15,19,23,27-heptamethyl-2,6,10,14,18,22,26-octacosahept-aenyl)-3-methyl-, (all-E)- and the Systematic name about this chemical is 2-[(2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23,27-heptamethyloctacosa-2,6,10,14,18,22,26-heptaenyl]-3-methylnaphthalene-1,4-dione.

Physical properties about Vitamin K2(35) are: (1)ACD/LogP: 17.05; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): 17.04; (4)ACD/LogD (pH 7.4): 17.04; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 10000000; (8)ACD/KOC (pH 7.4): 10000000; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 20; (12)Polar Surface Area: 34.14Å2; (13)Index of Refraction: 1.532; (14)Molar Refractivity: 209.11 cm3; (15)Molar Volume: 674.7 cm3; (16)Surface Tension: 36 dyne/cm; (17)Density: 0.961 g/cm3; (18)Flash Point: 254.9 °C; (19)Enthalpy of Vaporization: 105.21 kJ/mol; (20)Boiling Point: 720.1 °C at 760 mmHg; (21)Vapour Pressure: 1.38E-20 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
1.SMILES: O=C\2c1c(cccc1)C(=O)/C(=C/2C)C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)C
2.InChI: InChI=1/C46H64O2/c1-34(2)18-12-19-35(3)20-13-21-36(4)22-14-23-37(5)24-15-25-38(6)26-16-27-39(7)28-17-29-40(8)32-33-42-41(9)45(47)43-30-10-11-31-44(43)46(42)48/h10-11,18,20,22,24,26,28,30-32H,12-17,19,21,23,25,27,29,33H2,1-9H3/b35-20+,36-22+,37-24+,38-26+,39-28+,40-32+ 
3.InChIKey: RAKQPZMEYJZGPI-LJWNYQGCBT
4.Std. InChI: InChI=1S/C46H64O2/c1-34(2)18-12-19-35(3)20-13-21-36(4)22-14-23-37(5)24-15-25-38(6)26-16-27-39(7)28-17-29-40(8)32-33-42-41(9)45(47)43-30-10-11-31-44(43)46(42)48/h10-11,18,20,22,24,26,28,30-32H,12-17,19,21,23,25,27,29,33H2,1-9H3/b35-20+,36-22+,37-24+,38-26+,39-28+,40-32+

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