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vitamin K1
Cas No: 84-80-0
No Data 25 Kilogram Metric Ton/Day HANGZHOU CLAKE BIOTECH CO.,LTD Contact Supplier
high quality Vitamin K1 84-80-0 with best price
Cas No: 84-80-0
USD $ 3500.0-3500.0 / Kilogram 1 Kilogram 5000 Kilogram/Month Kono Chem Co.,Ltd Contact Supplier
Vitamin K1 / Phytonadione
Cas No: 84-80-0
No Data 1 Kilogram 200 Kilogram/Month Josun International Limited Contact Supplier
Vitamin K1
Cas No: 84-80-0
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Vitamin K1 Manufacturer/High quality/Best price/In stock
Cas No: 84-80-0
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
Top purity Vitamin K1 with high quality and best price cas:84-80-0
Cas No: 84-80-0
USD $ 2.0-5.0 / Gram 1 Gram 99999 Kilogram/Year Hangzhou Dingyan Chem Co., Ltd Contact Supplier
Vitamin K1, food additive and USP grade
Cas No: 84-80-0
USD $ 1.0-1.0 / Kilogram 1 Kilogram 10 Metric Ton/Month Hebei yanxi chemical co.,LTD. Contact Supplier
Hot sale powder and oil form Vitamin K1 84-80-0
Cas No: 84-80-0
No Data 1 Metric Ton 25 Metric Ton/Week Hefei TNJ chemical industry co.,ltd Contact Supplier
84-80-0, fast shipping large stock high purity Vitamin K1
Cas No: 84-80-0
USD $ 10.0-20.0 / Gram 100 Gram 10 Metric Ton/Month WUHAN MULEI NEW MATERIAL CO., LTD Contact Supplier
Supply Medicine Grade 99% Phylloquinone CAS 84-80-0 Vitamin K1 Powder
Cas No: 84-80-0
USD $ 50.0-85.0 / Kilogram 1 Kilogram 5000 Kilogram/Month Xi'an Julong Bio-Tech Co., Ltd. Contact Supplier

84-80-0 Usage

Limited use

Limited GB 14880-94: baby food, 420~475 μg/ku.

Chemical Properties

It appears as yellow to orange transparent viscous liquid and is odorless with the relative density being 0.967 and the refractive index being nD251.525~1.528. It is easily soluble in chloroform, ether and vegetable oil, slightly soluble in ethanol and insoluble in water. It is easily to be decomposed when exposed to light and with being decomposed upon being heated to 120 ℃.

Uses

1. It can be used as food supplements. It can be used in infant foods with the usage amount being 420~475μg/kg.
2. It belongs to vitamin drugs to be used for the prevention and treatment of vitamin K1 deficiency symptom, low thrombin disease and natural newborn hemorrhagic disease.
3. promote blood clotting.
4. promote the synthesis of primary liver thrombin.
5. increase the intestinal motility and secretion function.

Purification Methods

Vitamin K1 is a yellow viscous oil, which can be distilled at high vacuum practically unchanged. It is insoluble in H2O, but soluble in common organic solvents. Store it in the dark under N2 as it is oxygen sensitive. It has  1cm 328 at 248nm. [Fieser et al. J Am Chem Soc 61 2557 1939, Hirschmann et al. J Am Chem Soc 76 4592 1954, Isler & Doebel Helv Chim Acta 27 225 1954, Beilstein 7 IV 2496.]

Uses

Labeled Phytonadione, intended for use as an internal standard for the quantification of Phytonadione by GC- or LC-mass spectrometry.

Uses

vitamin K1

Uses

Occurs widely in green plants, algae, photosynthetic bacteria.

Chemical Properties

Yellow Oil

Vitamin K

In 1929, a famous chemist Dam (Denmark) had first discovered and extracted a yellow crystalline substance from animal liver and linseed oil-vitamin K.
Vitamin K is a the indispensable substance for hepatic synthesis of the four kinds of coagulation factors (active clotting factor Ⅱ (prothrombin), coagulation factor Ⅶ, coagulation factors Ⅺ and coagulation factor Ⅹ). Upon a lack of vitamin K1, the above four coagulation factors synthesized in liver synthesis become abnormal protein molecules while their ability to catalyze clotting effect dropped significantly. It is known that vitamin K is the cofactor for the glutamic acid γ-carboxylation. Lack of vitamin K disables the above γ-carboxylation of coagulation factors; in addition, these types of blood coagulation factors will reduce and will cause blood clotting slowing down and bleeding disorders. In addition, it is generally recognized that vitamin K was dissolved in mitochondrial membrane lipids, playing a role of electron transfer. Vitamin K can increase the intestinal motility and secretion property. Lack of vitamin will cause reduction in the tension and contraction of smooth muscle and can also affect the metabolism of some hormones, such as causing delay of the decomposition of glucocorticoids in the liver. It also has similar effects as hydrocortisone. Long-term injection of vitamin K can increase the thyroid and other endocrine activity.
Vitamin K can be divided into two categories with both of them belonging to 2-methyl-1, 4-naphthoquinone derivatives. One class belongs to fat-soluble vitamins, namely vitamin K1 extracted from green plants (such as alfalfa, spinach and other leafy greens, etc.) and vitamin K2 extracted from microorganisms. Vitamin K2 can also be synthesized by human intestinal bacteria (such as E. coli). Vitamin K1 appears as yellow oil-like liquid while K2 appears pale yellow crystals. Both of them have heat resistance property, but are vulnerable to ultraviolet radiation to be destroyed, and therefore should be stored separately. Another class is water-soluble vitamins, namely artificially synthetic vitamin K3 and K4. The most important vitamins are K1 and K2.
Vitamin K appears as oily liquid or solid and is insoluble in water but soluble in oils and organic solvents such as ether. It is chemically stable with heat and acid resistant, but being susceptible to alkali and UV degradation. The human body has a low demand. However, newborn infants are vulnerable to being lack of vitamin K that is an important vitamin for promoting blood clotting and normal bone growth. Dark green vegetables and yogurt are easily available vitamin K supplements obtained from the daily diet. Human has a very small demand for vitamin K but it is needed to maintain the normal function of blood coagulation, reduce heavy bleeding menstrual period, but also to prevent internal bleeding and hemorrhoids. Patients suffering frequent nosebleeds should be take more vitamin K from natural foods.
This information is edited by Xiongfeng Dai from Chemicalbook.

Production method

It can be obtained through the following process: o-naphthoquinone is mixed with acetic anhydride to have reduction, acetylation reaction to generate acetylated menadione in the presence of zinc; followed by hydrolysis in ammonia and further condensation reaction with phytol in ether with the catalysis of boron trifluoride to generate dihydro vitamin K1; and finally with hydrolysis, oxidation, purification and refining to derive the products.
InChI:InChI=1/C31H46O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,18-20,22-24H,9-17,21H2,1-6H3/t23-,24-/m1/s1

84-80-0 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Sigma (V3501)  VitaminK1  viscous liquid 84-80-0 V3501-10G 4,450.68CNY Detail
Sigma (V3501)  VitaminK1  viscous liquid 84-80-0 V3501-5G 2,583.36CNY Detail
Sigma (V3501)  VitaminK1  viscous liquid 84-80-0 V3501-1G 941.85CNY Detail
Sigma (95271)  VitaminK1  BioXtra, ≥99.0% (sum of isomers, HPLC), mixtur of isomers 84-80-0 95271-1G 1,082.25CNY Detail
Sigma (95271)  VitaminK1  BioXtra, ≥99.0% (sum of isomers, HPLC), mixtur of isomers 84-80-0 95271-250MG 347.49CNY Detail
USP (1538006)  Phytonadione  United States Pharmacopeia (USP) Reference Standard 84-80-0 1538006-500MG 4,662.45CNY Detail
Supelco (47773)  Phylloquinone(K1)  analytical standard 84-80-0 000000000000047773 286.65CNY Detail
Sigma-Aldrich (P1609000)  Phytomenadione  European Pharmacopoeia (EP) Reference Standard 84-80-0 P1609000 1,880.19CNY Detail
Sigma-Aldrich (PHR1078)  Phytonadione  pharmaceutical secondary standard; traceable to USP, PhEur and BP 84-80-0 PHR1078-1G 732.19CNY Detail
Alfa Aesar (L10575)  Vitamin K1    84-80-0 5g 941.0CNY Detail
Alfa Aesar (L10575)  Vitamin K1    84-80-0 1g 281.0CNY Detail
TCI America (P0642)  Vitamin K1  >98.0%(E) 84-80-0 25g 2,450.00CNY Detail

84-80-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name phylloquinone

1.2 Other means of identification

Product number -
Other names kativn

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:84-80-0 SDS

84-80-0Synthetic route

2-(chloromethyl)-3-methylnaphthalene-1,4-dione
31599-79-8

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

trimethylaluminum
75-24-1

trimethylaluminum

(6R,10R)-6,10,14-trimethyl-pentadec-1-yne
135011-17-5

(6R,10R)-6,10,14-trimethyl-pentadec-1-yne

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
Stage #1: trimethylaluminum; (6R,10R)-6,10,14-trimethyl-pentadec-1-yne With zirconocene dichloride In 1,2-dichloro-ethane
Stage #2: 2-(chloromethyl)-3-methylnaphthalene-1,4-dione With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran Further stages.;
86%
4-Hydroxy-2-methyl-3-<(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-enyl>naphth-1-yl Acetate
50281-47-5

4-Hydroxy-2-methyl-3-<(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-enyl>naphth-1-yl Acetate

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
With sodium dithionite; potassium hydroxide In methanol; n-heptane; water at 18 - 20℃; for 1h;63.6%
With sodium dithionite; potassium hydroxide In methanol; n-heptane; water at 18 - 20℃; for 1h;63.6%
menadione
58-27-5

menadione

phytol
150-86-7

phytol

A

phytomenadione
84-80-0

phytomenadione

B

2,3-benzo-5-methyl-5-phytylcyclohexane-1,4-dione
74610-11-0

2,3-benzo-5-methyl-5-phytylcyclohexane-1,4-dione

Conditions
ConditionsYield
With bis(benzonitrile)palladium(II) dichloride; tin(II) bromide In N,N-dimethyl-formamide at 50℃; for 24h;A 46%
B 42%
menadione
58-27-5

menadione

phytol
150-86-7

phytol

A

2,3-benzo-5-methyl-5-phytylcyclohexane-1,4-dione

2,3-benzo-5-methyl-5-phytylcyclohexane-1,4-dione

B

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
With bis(benzonitrile)palladium(II) dichloride; tin(II) bromide In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;A 42%
B 46%
2-methyl-3-phytyl-1,4-naphthohydroquinone monopropionate

2-methyl-3-phytyl-1,4-naphthohydroquinone monopropionate

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
With sodium dithionite; sodium hydroxide In ethanol; water at 25℃; for 4h;22.7%
With sodium dithionite; sodium hydroxide In ethanol; water at 25℃; for 4h;22.7%
2-methyl-1,4-naphthohydroquinone
481-85-6

2-methyl-1,4-naphthohydroquinone

phytol
150-86-7

phytol

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
With boron trifluoride anschliessend Behandeln mit Ag2O;
4-acetoxy-3-methyl-1-naphthol
2211-27-0

4-acetoxy-3-methyl-1-naphthol

phytol
150-86-7

phytol

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
Multistep reaction;
Benzoesaeure-<4-hydroxy-2-methyl-3-((2'E,7'R,11'R)-phytyl)-1-naphthyl>ester
5546-13-4

Benzoesaeure-<4-hydroxy-2-methyl-3-((2'E,7'R,11'R)-phytyl)-1-naphthyl>ester

A

phytomenadione
84-80-0

phytomenadione

B

(2'Z,7'R,11'R)-Phyllochinon

(2'Z,7'R,11'R)-Phyllochinon

Conditions
ConditionsYield
With potassium hydroxide In methanol; hexane; water for 2h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
dihydrophylloquinone

dihydrophylloquinone

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
With diethyl ether; silver(l) oxide
1-iodo-2,6,10-trimethyl-undecane

1-iodo-2,6,10-trimethyl-undecane

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: Li2CuCl4
1.2: KOH / methanol
2.1: Cp2ZrCl2 / 1,2-dichloro-ethane
2.2: 86 percent / Pd(PPh3)4 / tetrahydrofuran
View Scheme
(2E,7R,11R)-Phytyl-methylaether
66432-64-2

(2E,7R,11R)-Phytyl-methylaether

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
1-bromo-3,7,11-trimethyldodecane
17081-92-4

1-bromo-3,7,11-trimethyldodecane

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 65 percent Chromat. / Mg / Li2CuCl4 / tetrahydrofuran
3: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: Mg / tetrahydrofuran
3: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
(E)-4-methoxy-2-methyl-but-2-enal
4356-74-5

(E)-4-methoxy-2-methyl-but-2-enal

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 90 percent / NaBH4 / ethanol / 1 h / 0 °C
2: 67 percent / pyridine / 3 h / Ambient temperature
3: 80 percent / Mg / Li2CuCl4 / tetrahydrofuran
5: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 5 steps
1: 90 percent / NaBH4 / ethanol / 1 h / 0 °C
2: 41 percent / pyridine / CHCl3 / 0.5 h / 0 °C
3: 65 percent Chromat. / Mg / Li2CuCl4 / tetrahydrofuran
5: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
(E/Z)-4-Methoxy-2-methyl-2-butenal
58511-43-6

(E/Z)-4-Methoxy-2-methyl-2-butenal

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: NaBH4 / ethanol / 1 h / 0 °C
2: 67 percent / pyridine / 3 h / Ambient temperature
3: 80 percent / Mg / Li2CuCl4 / tetrahydrofuran
5: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 5 steps
1: NaBH4 / ethanol / 1 h / 0 °C
2: 41 percent / pyridine / CHCl3 / 0.5 h / 0 °C
3: 65 percent Chromat. / Mg / Li2CuCl4 / tetrahydrofuran
5: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
(E)-4-Methoxy-2-methyl-2-butenol
65527-93-7

(E)-4-Methoxy-2-methyl-2-butenol

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 67 percent / pyridine / 3 h / Ambient temperature
2: 80 percent / Mg / Li2CuCl4 / tetrahydrofuran
4: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 4 steps
1: 41 percent / pyridine / CHCl3 / 0.5 h / 0 °C
2: 65 percent Chromat. / Mg / Li2CuCl4 / tetrahydrofuran
4: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
(3R,7R)-3,7,11-trimethyl-dodecyl bromide
65528-01-0

(3R,7R)-3,7,11-trimethyl-dodecyl bromide

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 80 percent / Mg / Li2CuCl4 / tetrahydrofuran
3: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
(E/Z)-4-Methoxy-2-methyl-2-butenal-dimethylacetal
65527-95-9, 66432-59-5

(E/Z)-4-Methoxy-2-methyl-2-butenal-dimethylacetal

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 92 percent / p-toluenesulfonic acid, water / tetrahydrofuran / 16 h / Ambient temperature
2: 90 percent / NaBH4 / ethanol / 1 h / 0 °C
3: 67 percent / pyridine / 3 h / Ambient temperature
4: 80 percent / Mg / Li2CuCl4 / tetrahydrofuran
6: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 6 steps
1: 92 percent / p-toluenesulfonic acid, water / tetrahydrofuran / 16 h / Ambient temperature
2: 90 percent / NaBH4 / ethanol / 1 h / 0 °C
3: 41 percent / pyridine / CHCl3 / 0.5 h / 0 °C
4: 65 percent Chromat. / Mg / Li2CuCl4 / tetrahydrofuran
6: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 6 steps
1: H3PO4 / tetrahydrofuran / 0.08 h / Ambient temperature
2: 90 percent / NaBH4 / ethanol / 1 h / 0 °C
3: 67 percent / pyridine / 3 h / Ambient temperature
4: 80 percent / Mg / Li2CuCl4 / tetrahydrofuran
6: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 6 steps
1: H3PO4 / tetrahydrofuran / 0.08 h / Ambient temperature
2: 90 percent / NaBH4 / ethanol / 1 h / 0 °C
3: 41 percent / pyridine / CHCl3 / 0.5 h / 0 °C
4: 65 percent Chromat. / Mg / Li2CuCl4 / tetrahydrofuran
6: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Essigsaeure-<(E)-4-methoxy-2-methyl-2-butenyl>ester
65527-94-8

Essigsaeure-<(E)-4-methoxy-2-methyl-2-butenyl>ester

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 80 percent / Mg / Li2CuCl4 / tetrahydrofuran
3: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
(E)-1-O-acetyl-4-chloro-3-methyl-2-buten-1-ol
24529-80-4

(E)-1-O-acetyl-4-chloro-3-methyl-2-buten-1-ol

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 73 percent / Ba(OH)2 / methanol
2: POCl3 / 0.5 h
3: dimethylformamide / 3 h / 80 °C
4: 72 percent / Mg / Li2CuCl4 / tetrahydrofuran / 10 min, -78 deg C then 2 h, 0 deg C then 15 h, r.t.
6: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 8 steps
1: 73 percent / Ba(OH)2 / methanol
2: POCl3 / 0.5 h
3: dimethylformamide / 3 h / 80 °C
4: 72 percent / Mg / Li2CuCl4 / tetrahydrofuran / 10 min, -78 deg C then 2 h, 0 deg C then 15 h, r.t.
5: 94 percent / pyridinium-p-toluolsulfonate / ethanol / 1.5 h / 55 °C
6: 82 percent / NaH (in oil) / dimethylformamide / Ambient temperature
8: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 6 steps
1: 73 percent / Ba(OH)2 / methanol
2: POCl3 / 0.5 h
3: dimethylformamide / 3 h / 80 °C
4: 57 percent Chromat. / Mg / CuI / tetrahydrofuran
6: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
(E)-4-chloro-3-methyl-2-buten-1-ol
53170-97-1

(E)-4-chloro-3-methyl-2-buten-1-ol

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: POCl3 / 0.5 h
2: dimethylformamide / 3 h / 80 °C
3: 72 percent / Mg / Li2CuCl4 / tetrahydrofuran / 10 min, -78 deg C then 2 h, 0 deg C then 15 h, r.t.
5: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 7 steps
1: POCl3 / 0.5 h
2: dimethylformamide / 3 h / 80 °C
3: 72 percent / Mg / Li2CuCl4 / tetrahydrofuran / 10 min, -78 deg C then 2 h, 0 deg C then 15 h, r.t.
4: 94 percent / pyridinium-p-toluolsulfonate / ethanol / 1.5 h / 55 °C
5: 82 percent / NaH (in oil) / dimethylformamide / Ambient temperature
7: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 5 steps
1: POCl3 / 0.5 h
2: dimethylformamide / 3 h / 80 °C
3: 57 percent Chromat. / Mg / CuI / tetrahydrofuran
5: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Benzoesaeure-<4-hydroxy-2-methyl-1-naphthyl>ester
2211-28-1

Benzoesaeure-<4-hydroxy-2-methyl-1-naphthyl>ester

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
racemic Hexahydrofarnesylmagnesium bromid
42933-01-7

racemic Hexahydrofarnesylmagnesium bromid

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 54 percent Chromat. / Li2CuCl4 / tetrahydrofuran
3: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: 84 percent Chromat. / Li2CuCl4 / tetrahydrofuran
3: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 5 steps
1: 84 percent Chromat. / Li2CuCl4 / tetrahydrofuran
2: 94 percent / pyridinium-p-toluolsulfonate / ethanol / 1.5 h / 55 °C
3: 82 percent / NaH (in oil) / dimethylformamide / Ambient temperature
5: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
(E/Z)-<2-Methyl-4-(2'-tetrahydropyranyloxy)-2-butenyl>chlorid
55453-94-6

(E/Z)-<2-Methyl-4-(2'-tetrahydropyranyloxy)-2-butenyl>chlorid

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: dimethylformamide / 3 h / 80 °C
2: 72 percent / Mg / Li2CuCl4 / tetrahydrofuran / 10 min, -78 deg C then 2 h, 0 deg C then 15 h, r.t.
4: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 6 steps
1: dimethylformamide / 3 h / 80 °C
2: 72 percent / Mg / Li2CuCl4 / tetrahydrofuran / 10 min, -78 deg C then 2 h, 0 deg C then 15 h, r.t.
3: 94 percent / pyridinium-p-toluolsulfonate / ethanol / 1.5 h / 55 °C
4: 82 percent / NaH (in oil) / dimethylformamide / Ambient temperature
6: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 4 steps
1: dimethylformamide / 3 h / 80 °C
2: 57 percent Chromat. / Mg / CuI / tetrahydrofuran
4: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
p-Toluolsulfonsaeure-<(E)-4-methoxy-2-methyl-2-butenyl>ester
83125-45-5

p-Toluolsulfonsaeure-<(E)-4-methoxy-2-methyl-2-butenyl>ester

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 65 percent Chromat. / Mg / Li2CuCl4 / tetrahydrofuran
3: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
(E/Z)-4-Methoxy-2-methyl-2-butenol

(E/Z)-4-Methoxy-2-methyl-2-butenol

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: pyridine / 3 h / Ambient temperature
2: 80 percent / Mg / Li2CuCl4 / tetrahydrofuran
4: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
(E/Z)-4-Methoxy-2-methyl-2-butenylbromid

(E/Z)-4-Methoxy-2-methyl-2-butenylbromid

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Mg / tetrahydrofuran
3: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Essigsaeure-<(E/Z)-4-methoxy-2-methyl-2-butenyl>ester

Essigsaeure-<(E/Z)-4-methoxy-2-methyl-2-butenyl>ester

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 54 percent Chromat. / Li2CuCl4 / tetrahydrofuran
3: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Essigsaeure-<(E/Z)-2-methyl-4-(3',4',5',6'-tetrahydro-2'H-pyran-2'-yl)oxy-2-butenyl>ester

Essigsaeure-<(E/Z)-2-methyl-4-(3',4',5',6'-tetrahydro-2'H-pyran-2'-yl)oxy-2-butenyl>ester

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 84 percent Chromat. / Li2CuCl4 / tetrahydrofuran
3: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 5 steps
1: 84 percent Chromat. / Li2CuCl4 / tetrahydrofuran
2: 94 percent / pyridinium-p-toluolsulfonate / ethanol / 1.5 h / 55 °C
3: 82 percent / NaH (in oil) / dimethylformamide / Ambient temperature
5: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Essigsaeure-<(E)-2-methyl-4-(3',4',5',6'-tetrahydro-2'H-pyran-2'-yl)oxy-2-butenyl>ester
66432-56-2

Essigsaeure-<(E)-2-methyl-4-(3',4',5',6'-tetrahydro-2'H-pyran-2'-yl)oxy-2-butenyl>ester

phytomenadione
84-80-0

phytomenadione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 72 percent / Mg / Li2CuCl4 / tetrahydrofuran / 10 min, -78 deg C then 2 h, 0 deg C then 15 h, r.t.
3: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 5 steps
1: 72 percent / Mg / Li2CuCl4 / tetrahydrofuran / 10 min, -78 deg C then 2 h, 0 deg C then 15 h, r.t.
2: 94 percent / pyridinium-p-toluolsulfonate / ethanol / 1.5 h / 55 °C
3: 82 percent / NaH (in oil) / dimethylformamide / Ambient temperature
5: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: 57 percent Chromat. / Mg / CuI / tetrahydrofuran
3: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 5 steps
1: 57 percent Chromat. / Mg / CuI / tetrahydrofuran
2: 94 percent / pyridinium-p-toluolsulfonate / ethanol / 1.5 h / 55 °C
3: 82 percent / NaH (in oil) / dimethylformamide / Ambient temperature
5: KOH / methanol; hexane; H2O / 2 h / Ambient temperature
View Scheme
6-(trimethylsilyl)hex-5-yn-1-yl 2-cyano-2-diazoacetate
1361382-43-5

6-(trimethylsilyl)hex-5-yn-1-yl 2-cyano-2-diazoacetate

phytomenadione
84-80-0

phytomenadione

C43H63NO4Si

C43H63NO4Si

Conditions
ConditionsYield
With Rh2(esp)2 In dichloromethane at 22℃; for 4h; Inert atmosphere; diastereoselective reaction;84%
phytomenadione
84-80-0

phytomenadione

vitamin K1 2,3 epoxide
25486-55-9, 85954-59-2, 85955-78-8

vitamin K1 2,3 epoxide

Conditions
ConditionsYield
With ethanol; dihydrogen peroxide; sodium carbonate
phytomenadione
84-80-0

phytomenadione

1,4-bis-methanesulfonyloxy-2-methyl-3-((7R,11R)-trans-phytyl)-naphthalene
119877-23-5

1,4-bis-methanesulfonyloxy-2-methyl-3-((7R,11R)-trans-phytyl)-naphthalene

Conditions
ConditionsYield
With pyridine; Lindlar's catalyst Hydrogenation.anschliessendes Behandeln mit Methansulfonylchlorid;
phytomenadione
84-80-0

phytomenadione

1,4-bis-diphenylcarbamoyloxy-2-methyl-3-((7R,11R)-trans-phytyl)-naphthalene

1,4-bis-diphenylcarbamoyloxy-2-methyl-3-((7R,11R)-trans-phytyl)-naphthalene

Conditions
ConditionsYield
Hydrogenation.und Behandeln des Reaktionsprodukts mit Diphenylcarbamoylchlorid;
phytomenadione
84-80-0

phytomenadione

di-O-acetyl-dihydrophylloquinone
604-87-5

di-O-acetyl-dihydrophylloquinone

phytomenadione
84-80-0

phytomenadione

2,5-dimethyl-2RS-(4R,8R,12-trimethyltridec-1-yl)-6-hydroxybenzo[h]chroman
4208-84-8

2,5-dimethyl-2RS-(4R,8R,12-trimethyltridec-1-yl)-6-hydroxybenzo[h]chroman

Conditions
ConditionsYield
With hydrogenchloride; acetic acid; tin(ll) chloride
phytomenadione
84-80-0

phytomenadione

(6R,10R)-6,10,14-trimethylpentadecan-2-one
16825-16-4

(6R,10R)-6,10,14-trimethylpentadecan-2-one

Conditions
ConditionsYield
(i) O3, (ii) aq. AcOH, Zn; Multistep reaction;
Stage #1: phytomenadione In methanol; dichloromethane at -78℃;
Stage #2: With dimethylsulfide In methanol; dichloromethane at -78 - 20℃;
With methanol; potassium hydroxide at 70 - 80℃; for 0.5h;4.9 mg
hydrogenchloride
7647-01-0

hydrogenchloride

phytomenadione
84-80-0

phytomenadione

acetic acid
64-19-7

acetic acid

SnCl2

SnCl2

(Ξ)-6-hydroxy-2.5-dimethyl-2-<(4R:8R)-4.8.12-trimethyl-tridecyl>-3.4-dihydro-2H-benzochromene

(Ξ)-6-hydroxy-2.5-dimethyl-2-<(4R:8R)-4.8.12-trimethyl-tridecyl>-3.4-dihydro-2H-benzochromene

ethanol
64-17-5

ethanol

phytomenadione
84-80-0

phytomenadione

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

aqueous Na2CO3

aqueous Na2CO3

(2Ξ:3Ξ)-2.3-epoxy-2-methyl-3-<(7R:11R)-trans-phytyl>-2.3-dihydro-naphthoquinone-(1.4)

(2Ξ:3Ξ)-2.3-epoxy-2-methyl-3-<(7R:11R)-trans-phytyl>-2.3-dihydro-naphthoquinone-(1.4)

Conditions
ConditionsYield
at 70 - 75℃;
methanol
67-56-1

methanol

phytomenadione
84-80-0

phytomenadione

platinum

platinum

2-methyl-3-<(3Ξ.7R:11R)-3.7.11.15-tetramethyl-hexadecyl>-5.6.7.8-tetrahydro-naphthoquinone-(1.4)

2-methyl-3-<(3Ξ.7R:11R)-3.7.11.15-tetramethyl-hexadecyl>-5.6.7.8-tetrahydro-naphthoquinone-(1.4)

Conditions
ConditionsYield
Behandlung des Reaktionsprodukts mit Ag2O und MgSO4 in Aether.Hydrogenation;
phytomenadione
84-80-0

phytomenadione

acetic acid
64-19-7

acetic acid

platinum

platinum

2-methyl-3-<(3Ξ.7R:11R)-3.7.11.15-tetramethyl-hexadecyl>-5.6.7.8-tetrahydro-naphthoquinone-(1.4)

2-methyl-3-<(3Ξ.7R:11R)-3.7.11.15-tetramethyl-hexadecyl>-5.6.7.8-tetrahydro-naphthoquinone-(1.4)

Conditions
ConditionsYield
Behandlung des Reaktionsprodukts mit Ag2O und MgSO4 in Aether.Hydrogenation;
methanol
67-56-1

methanol

phytomenadione
84-80-0

phytomenadione

Raney nickel

Raney nickel

2-methyl-3-<(3Ξ:7R:11R)-3.7.11.15-tetramethyl-hexadecyl>-naphthalenediol-(1.4)

2-methyl-3-<(3Ξ:7R:11R)-3.7.11.15-tetramethyl-hexadecyl>-naphthalenediol-(1.4)

Conditions
ConditionsYield
Hydrogenation;
phytomenadione
84-80-0

phytomenadione

magnesium sulfate
7487-88-9

magnesium sulfate

etheric dihydrophylloquinone

etheric dihydrophylloquinone

Ag2O

Ag2O

Na2SO4

Na2SO4

2-methyl-3-<(7R:11R)-cis-phytyl>-naphthoquinone-(1.4)

2-methyl-3-<(7R:11R)-cis-phytyl>-naphthoquinone-(1.4)

phytomenadione
84-80-0

phytomenadione

etheric dihydrophylloquinone

etheric dihydrophylloquinone

air

air

Na2SO4

Na2SO4

2-methyl-3-<(7R:11R)-cis-phytyl>-naphthoquinone-(1.4)

2-methyl-3-<(7R:11R)-cis-phytyl>-naphthoquinone-(1.4)

sulfuric acid
7664-93-9

sulfuric acid

phytomenadione
84-80-0

phytomenadione

acetic acid
64-19-7

acetic acid

CrO3

CrO3

<1.4-dioxo-3-methyl-naphthyl-(2)>-acetic acid

<1.4-dioxo-3-methyl-naphthyl-(2)>-acetic acid

Conditions
ConditionsYield
at 40℃;
phytomenadione
84-80-0

phytomenadione

2-methyl-3-phytyl-1,4-naphthalenediol
572-96-3

2-methyl-3-phytyl-1,4-naphthalenediol

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol; di-isopropyl ether for 0.166667h;
With sodium dithionite In ethanol; water at 20℃; for 1h;
With sodium chloride; diothiothreitol In aq. buffer at 37℃; pH=8.5; Reagent/catalyst; Temperature; pH-value;
phytomenadione
84-80-0

phytomenadione

C31H46O2

C31H46O2

Conditions
ConditionsYield
In acetonitrile at 20 - 22℃; Flash photolysis;
phytomenadione
84-80-0

phytomenadione

N,N-dimethylglycyloxy-2-methyl-3-phytyl-1-hydroxy-naphthalene

N,N-dimethylglycyloxy-2-methyl-3-phytyl-1-hydroxy-naphthalene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaBH4 / diisopropyl ether; methanol / 0.17 h
2: dicyclohexylcarbodiimide; pyridine / 24 h / 20 °C
View Scheme
phytomenadione
84-80-0

phytomenadione

N,N-dimethylglycyloxy-2-methyl-3-phytyl-4-hydroxy-naphthalene

N,N-dimethylglycyloxy-2-methyl-3-phytyl-4-hydroxy-naphthalene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaBH4 / diisopropyl ether; methanol / 0.17 h
2: dicyclohexylcarbodiimide; pyridine / 24 h / 20 °C
View Scheme

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