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Hangzhou Maytime Bio-Tech Co.,Ltd.

Best Service for Best quality and Best price. Shikimic Acid 98%min Item Specification Method Description Appearance White fine powder

Shikimic Acid

Cas:138-59-0

Min.Order:1 Metric Ton

Negotiable

Type:Other

inquiry

Vertexyn (Nanjing) Bioworks Co., Ltd.

Product Advantages: 1. Shikimic acid is a competitive product of our company, and free samples can be applied. 2. Available in stock for quick shipment. 3. Biological synthesis, natural, healthy, can be safely used in medicine, dyes, feed and othe

Kono Chem Co.,Ltd

About us We are a Professionally Managed Biotech Company exclusively into the manufacturing, Marketing and Exporting of Plant Extracts and Health Care Products.There are 15 experts in our research team. We insist in innovation and pr

Shikimic acid

Cas:138-59-0

Min.Order:1 Kilogram

FOB Price: $800.0 / 1000.0

Type:Other

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Binbo Biological Co., Ltd

1.high purity 2.consistent quality 3.competitive price 4.fast shipping Binbo Biological Products Co. Ltd., is a professional high-tech enterprise which engaged in Biological products and raw materials. Binbo is engaged in R&D with perfect eq

Natural Shikimic acid CAS 138-59-0

Cas:138-59-0

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Greenutra Resource Inc

Anise seed Extract Product Name: Lllicium Verum Extract Latin Name: Illicium verum Hook.f Active Ingredients: Shikimic acid Extraction origin: Fruit Specification: 98% Color: White fine Powder Test Method

Fennel Extract Powder

Cas:138-59-0

Min.Order:1 Kilogram

FOB Price: $12.0

Type:Trading Company

inquiry

Dayang Chem (Hangzhou) Co.,Ltd.

Dayangchem’s R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. DayangChem can provide different quantiti

Shikimic acid

Cas:138-59-0

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

inquiry

Simagchem Corporation

Welcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our

High quality Shikimic Scid supplier in China

Cas:138-59-0

Min.Order:1 Kilogram

Negotiable

Type:Manufacturers

inquiry

Hebei yanxi chemical co.,LTD.

hebei yanxi chemical co., LTD who registered capital of 10 million yuan, nearly to $2 million, we have a pharmaceutical raw materials factory production of pharmaceutical raw materials, and a reagent r&d center, and we do research and developm

Factory pine pollen extract 98% in stock CAS NO.138-59-0

Cas:138-59-0

Min.Order:1 Metric Ton

FOB Price: $1.0 / 3.0

Type:Manufacturers

inquiry

Xi'an Quanao Biotech Co., Ltd.

We are: Focus on the research, production and sale of Plant and Animal extract, Medical intermediate, complete coverage six industries. Product grade: Medicine, Health care product, Cosmetics, Food,Feed, Biopesticide. Hot selling market: Europe,

Natural Feed Garde Star anise Extract 99% Shikimic acid Powder

Cas:138-59-0

Min.Order:1 Kilogram

FOB Price: $45.0 / 47.6

Type:Manufacturers

inquiry

Hangzhou Think Chemical Co. Ltd

Shikimic acid CAS No.:138-59-0 Name Shikimic acid Synonyms (3R,4S,5R)-(-)-3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid; 3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic acid Molecular Structure Molecular Formula C7H10

Shikimic acid CAS No.:138-59-0

Cas:138-59-0

Min.Order:1 Kilogram

FOB Price: $2.0

Type:Other

inquiry

Ality Chemical Corporation

The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi

Xi'an Xszo Chem Co., Ltd.

1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s

Factory price Cosmetic SHIKIMIC ACID 138-59-0 Manufacturer

Cas:138-59-0

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

inquiry

Enke Pharma-tech Co.,Ltd. (Cangzhou, China )

Cangzhou Enke Pharma Tech Co.,ltd. is located in Cangzhou City, Hebei province ,where is a famous petroleum chemical industry city in China. Enke Pharma a high-tech enterprise ,and we are dedicated to developing and manufacturing new ap

Shikimic acid

Cas:138-59-0

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Manufacturers

inquiry

COLORCOM LTD.

Colorcom is a global leader in industrial chemical manufacturing and is continuously innovating and transforming to exceed client expectations and industry standards. Colorcom prides itself on superior customer and technical focus, while focusing on

Shikimic acid

Cas:138-59-0

Min.Order:1 Metric Ton

Negotiable

Type:Manufacturers

inquiry

Chemwill Asia Co., Ltd.

Our main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block

Shikimic acid

Cas:138-59-0

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

inquiry

Hubei DiBo chemical co., LTD

Name:Shikimic Acid Alias: Star anise extract English Name: Shikimic Acid English aliases:3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic acid; Shikimicacid; 97%; (3R,4S,5R)-3,4,5-trihydroxycyclohex-1-enecarboxylic acid; (-)-Shikimic acid; Kava Kava Ex

Shikimic Acid Manufacturer /CAS:138-59-0/Chinese suppliers/Content is 98%

Cas:138-59-0

Min.Order:25 Kilogram

FOB Price: $1.0 / 2.0

Type:Other

inquiry

Henan Tianfu Chemical Co., Ltd.

Our company was built in 2009 with an ISO certificate.In the past 5 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so on.O

tianfu-chem_Shikimic acid 138-59-0

Cas:138-59-0

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

With our good experience, we offer detailed technical support and advice to assist customers. We communicate closely with customers to establish their quality requirements. Consistent Quality Our plant has strict quality control in each manufacturin

High Purity Anticancer Ginkgo Leaf Extract Powder Shikimic Acid 98% HPLC CAS 138-59-0

Cas:138-59-0

Min.Order:1 Kilogram

FOB Price: $3.0 / 10.0

Type:Trading Company

inquiry

Zhuozhou Wenxi import and Export Co., Ltd

WITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et

New production CAS 138-59-0 with best quality

Cas:138-59-0

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

inquiry

Hubei Langyou International Trading Co., Ltd

1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; Appearance:white powder Storage:Store in sealed containers at cool & dr

Hangzhou Sartort Biopharma Co., Ltd

Appearance:white solid powder Storage:Room temperature Package:25kg/drum Application:Fennel Extract Transportation:Express/Sea/Air Port:Any port in china

Natural Shikimic Acid Fennel Extract

Cas:138-59-0

Min.Order:25 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

HANWAYS CHEMPHARM CO.,LIMITED

Hanways chempharm is a specialized company concentrating on the R&D, production, marketing and technical service of APIs and pharmaceutical intermediates. The marketing department is located in Wuhan. We have two GMP facilities in Hubei Pr

Natural Organic Bulk Price Star Anise Seed Extract Powder 98% Shikimic Acid

Cas:138-59-0

Min.Order:1 Kilogram

FOB Price: $20.0 / 40.0

Type:Trading Company

inquiry

Xi'an Faithful Biotech Co., Ltd.

We are the manufacturers and suppliers of API in China, and warehouse in Germany and USA of California, which can quickly and safely deliver to your address 1.High quality and competitive price. 2.Free sample for your evaluation. 3.Promptly delivery

Shanghai Minstar Chemical Co., Ltd

Product Name: Shikimic acid CAS: 138-59-0 MF: C7H10O5 MW: 174.15 EINECS: 205-334-2 Mol File: 138-59-0.mol Shikimic acid Structure Shikimic acid Chemical Properties Melting point 185-187 °C (lit.) alpha -180 º (c=4

Shikimic acid

Cas:138-59-0

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

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

Shikimic acid

Cas:138-59-0

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Baoji Guokang Healthchem co.,ltd

Our company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At present

Chinese factory supply Illicium verum extract/Shikimic Acid/138-59-0 in bulk

Cas:138-59-0

Min.Order:1 Kilogram

FOB Price: $45.0 / 115.0

Type:Trading Company

inquiry

Qingdao Beluga Import and Export Co., LTD

Shikimic acid CAS:138-59-0 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organic intermediates

Shikimic acid CAS:138-59-0

Cas:138-59-0

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Shandong Hanjiang Chemical Co., Ltd.

Hello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai

Shikimic acid

Cas:138-59-0

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

LIDE PHARMACEUTICALS LIMITED

Advantage : LIDE PHARMACEUTICALS LTD. is a mid-small manufacturing-type enterprise, engaged in pharmaceutical intermediates of R&D, custom-made and production, and also involving trading chemicals for export. We have established the R&amp

Shikimic acid/ LIDE PHARMA- Factory supply / Best price

Cas:138-59-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

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

CAS NO.:138-59-0

Cas:138-59-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

methyl shikimate
40983-58-2

methyl shikimate

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water for 5.5h; Ambient temperature;97%
With sodium hydroxide In tetrahydrofuran; water96%
With sodium hydroxide; water In tetrahydrofuran for 1h; Ambient temperature;96%
(3R,4S,5R)-3,4-Diacetoxy-5-hydroxy-cyclohex-1-enecarboxylic acid methyl ester
91758-39-3

(3R,4S,5R)-3,4-Diacetoxy-5-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol at 5 - 25℃; for 2.5h;90%
With sodium hydroxide 1.) in methanol-water, 5 deg C, 0.5h; 2.) room temp., 2h; Multistep reaction;
(3aR,4S,7R,7aS)-methyl 4,7-dihydroxy-2,2-dimethylhexahydrobenzo[d][1,3]dioxole-5-carboxylate
1582806-01-6

(3aR,4S,7R,7aS)-methyl 4,7-dihydroxy-2,2-dimethylhexahydrobenzo[d][1,3]dioxole-5-carboxylate

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
Stage #1: (3aR,4S,7R,7aS)-methyl 4,7-dihydroxy-2,2-dimethylhexahydrobenzo[d][1,3]dioxole-5-carboxylate With dmap; acetic anhydride; triethylamine In tetrahydrofuran for 3.66667h; Inert atmosphere;
Stage #2: With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran for 10h; Inert atmosphere; enantioselective reaction;
80%
(1S,2R,6R)-4-(ethoxycarbonyl)-6-(4-nitrobenzoyloxy)-cyclohex-3-ene-1,2-diyl diacetate
1202183-69-4

(1S,2R,6R)-4-(ethoxycarbonyl)-6-(4-nitrobenzoyloxy)-cyclohex-3-ene-1,2-diyl diacetate

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
With sodium hydroxide65%
C13H20O10

C13H20O10

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
With hydrogenchloride; water at 80℃; for 3h;62%
(3R,4S,5R)-3-[(tert-butyldimethylsilyl)oxy]-4,5-(2,3-dimethoxybutan-2,3-dioxy)cyclohex-1-ene-1-carboxylic acid

(3R,4S,5R)-3-[(tert-butyldimethylsilyl)oxy]-4,5-(2,3-dimethoxybutan-2,3-dioxy)cyclohex-1-ene-1-carboxylic acid

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
With trifluoroacetic acid In water53%
methyl shikimate
40983-58-2

methyl shikimate

A

shikimic acid
138-59-0

shikimic acid

B

3(S),4(S),5(R)-trihydroxy-1-cyclohexene-1-carboxylic acid
171963-37-4

3(S),4(S),5(R)-trihydroxy-1-cyclohexene-1-carboxylic acid

C

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With hydrogenchloride; water at 100℃; for 30h;A 8%
B 21%
C 21%
D-Glucose
2280-44-6

D-Glucose

Escherichia coli SP1.1/pJG6.181B

Escherichia coli SP1.1/pJG6.181B

A

shikimic acid
138-59-0

shikimic acid

B

5-deoxy-5-amino-shikimic acid
178948-66-8

5-deoxy-5-amino-shikimic acid

Conditions
ConditionsYield
Stage #1: D-Glucose With Bacillus pumilus ATCC 21143; oxygen In various solvent(s) at 30℃; for 96h; Microbiological reaction;
Stage #2: Escherichia coli SP1.1/pJG6.181B With oxygen In various solvent(s) at 37℃; Microbiological reaction;
A n/a
B 5%
D-glucose
50-99-7

D-glucose

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
With cultures of escherichia coli; water at 35℃;
3a,6,7,7a-tetrahydro-7-hydroxy-2,2-dimethyl-[3aR-(3aα,7α,7aα)]-1,3-benzodioxole-5-carboxylic acid
90927-40-5

3a,6,7,7a-tetrahydro-7-hydroxy-2,2-dimethyl-[3aR-(3aα,7α,7aα)]-1,3-benzodioxole-5-carboxylic acid

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
With water; trifluoroacetic acid Ambient temperature; Yield given;
With trifluoroacetic acid for 10h; Ambient temperature; Yield given;
Multi-step reaction with 3 steps
1: CDCl3; pyridine / 48 h / Ambient temperature
2: aq. acetic acid / 2 h / 100 °C
3: aq. HCl / reflux 30 min, room temp. overnight
View Scheme
(-)-3-dehydroshikimic acid
2922-42-1

(-)-3-dehydroshikimic acid

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
With NADPH at 20℃; Escherichia coli shikimate dehydrogenase, aq. phosphate buffer;
With Escherichia coli shikimate dehydrogenase; NADPH at 20℃; Kinetics; in aq. phosphate buffer;
With shikimate dehydrogenase
With NADP; ethylenediaminetetraacetic acid; D-glucose In phosphate buffer at 25℃; for 1.25h; pH=7;
(-)-shikimic acid 3-O-gallate
95719-51-0

(-)-shikimic acid 3-O-gallate

A

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

B

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
tannase In water at 37℃; for 3h; Product distribution;A 40 mg
B 43 mg
Acetic acid (1R,4R,6S)-4-acetoxy-6-((S)-2-hydroxy-3,3-dimethyl-butyryl)-cyclohex-2-enyl ester
87509-96-4

Acetic acid (1R,4R,6S)-4-acetoxy-6-((S)-2-hydroxy-3,3-dimethyl-butyryl)-cyclohex-2-enyl ester

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
Multistep reaction;
(-)-t-butyl 3,4-O-isopropylideneshikimate
92592-01-3

(-)-t-butyl 3,4-O-isopropylideneshikimate

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
With trifluoroacetic acid for 12h; Ambient temperature; Yield given;
5-trans-caffeoylshikimic acid
73263-62-4

5-trans-caffeoylshikimic acid

A

caffeic acid
331-39-5

caffeic acid

B

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
In hydrogenchloride reflux 30 min, room temp. overnight;
(-)-shikimic acid 3,4-O-digallate
95753-51-8

(-)-shikimic acid 3,4-O-digallate

A

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

B

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
tannase In water at 37℃; for 3h; Product distribution;A 28 mg
B 11 mg
3,5-Di-O-galloylshikimic acid
95753-52-9

3,5-Di-O-galloylshikimic acid

A

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

B

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
tannase In water at 37℃; for 3h; Product distribution;A 78 mg
B 37 mg
hydrogen cyanide
74-90-8

hydrogen cyanide

Acetic acid (2R,6R)-2,6-diacetoxy-4-methylene-cyclohexyl ester
34315-08-7

Acetic acid (2R,6R)-2,6-diacetoxy-4-methylene-cyclohexyl ester

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
Multistep reaction;
D-Glucose
2280-44-6

D-Glucose

A

shikimic acid
138-59-0

shikimic acid

B

D-(-)-quinic acid
77-95-2

D-(-)-quinic acid

C

(-)-3-dehydroshikimic acid
2922-42-1

(-)-3-dehydroshikimic acid

Conditions
ConditionsYield
With E. coli SP1.1; pKD12112 for 12h; Product distribution; var. time;
With air; Escherichia coli SP1.1PTS-; pSC6.090B at 33℃; for 60h; pH=7;
With air; Escherichia coli SP1.1PTS-; pSC6.090B at 33℃; for 30h; pH=7;
methyl (3R,4S,5R)-3-benzoyloxy-4,5-dihydroxy-cyclohex-1-en-1-carboxylate
245054-34-6

methyl (3R,4S,5R)-3-benzoyloxy-4,5-dihydroxy-cyclohex-1-en-1-carboxylate

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
With potassium hydroxide In tetrahydrofuran Hydrolysis;
D-Glucose
2280-44-6

D-Glucose

phosphoenolpyruvic acid
138-08-9

phosphoenolpyruvic acid

A

shikimic acid
138-59-0

shikimic acid

B

D-(-)-quinic acid
77-95-2

D-(-)-quinic acid

C

(-)-3-dehydroshikimic acid
2922-42-1

(-)-3-dehydroshikimic acid

Conditions
ConditionsYield
With dipotassium hydrogenphosphate; E. coli SP1.1; pKD12138; citric acid In water at 33℃; pH=7.0; Enzyme kinetics; Further Variations:; Reagents;
(3R-(3α,4α,5β))-O-3-phospho-O-5-(1S-1-carboxy-1-(phosphooxy)-ethyl)shikimic acid
625091-49-8

(3R-(3α,4α,5β))-O-3-phospho-O-5-(1S-1-carboxy-1-(phosphooxy)-ethyl)shikimic acid

A

phosphoenolpyruvic acid
138-08-9

phosphoenolpyruvic acid

B

shikimic acid
138-59-0

shikimic acid

C

5-enol-pyruvoylshikimate 3-phosphate (EPSP)
89771-75-5

5-enol-pyruvoylshikimate 3-phosphate (EPSP)

D

(3aR,7R,7aS)-2-Methyl-7-phosphonooxy-3a,4,7,7a-tetrahydro-benzo[1,3]dioxole-2,5-dicarboxylic acid

(3aR,7R,7aS)-2-Methyl-7-phosphonooxy-3a,4,7,7a-tetrahydro-benzo[1,3]dioxole-2,5-dicarboxylic acid

Conditions
ConditionsYield
With glycine at 25℃; pH=2.5 - 3.5; Product distribution; Kinetics; Further Variations:; pH-values; Reagents;
D-(-)-quinic acid
77-95-2

D-(-)-quinic acid

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Gluconobacter oxydans IFO 3244 cells / various solvent(s) / 20 h / 30 °C / pH 7
2: NADP; SKDH; GDH / D-glucose; EDTA / aq. phosphate buffer / 1.25 h / 25 °C / pH 7
View Scheme
C13H16O4

C13H16O4

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 59 percent / NaOH; BuNCl / toluene / 0.83 h / 5 °C
2: 52 percent / diphenyl ether / 1 h / 300 °C
3: 94 percent / BF3*OEt2 / toluene / 20 °C
4: KOH / tetrahydrofuran
View Scheme
(1R,5R,6R)-5-Benzoyloxy-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylic acid methyl ester
275355-06-1

(1R,5R,6R)-5-Benzoyloxy-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylic acid methyl ester

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 94 percent / BF3*OEt2 / toluene / 20 °C
2: KOH / tetrahydrofuran
View Scheme
C13H14O4

C13H14O4

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: NaBH4; NaOH / methanol; H2O / 0 °C
2: 59 percent / NaOH; BuNCl / toluene / 0.83 h / 5 °C
3: 52 percent / diphenyl ether / 1 h / 300 °C
4: 94 percent / BF3*OEt2 / toluene / 20 °C
5: KOH / tetrahydrofuran
View Scheme
C13H15O4C7H5O

C13H15O4C7H5O

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 52 percent / diphenyl ether / 1 h / 300 °C
2: 94 percent / BF3*OEt2 / toluene / 20 °C
3: KOH / tetrahydrofuran
View Scheme
(-)-(1S,4R,4aS,5R,8aR)-5-tert-Butyldimethylsilyloxy-1,4,4a,6,7,8a-hexahydro-endo-1,4-methanonaphthalen-8(5H)-one
171824-23-0

(-)-(1S,4R,4aS,5R,8aR)-5-tert-Butyldimethylsilyloxy-1,4,4a,6,7,8a-hexahydro-endo-1,4-methanonaphthalen-8(5H)-one

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1: 86 percent / NaH / tetrahydrofuran / 23 h / Ambient temperature
2: 90 percent / O2, KF, P(OEt)3 / dimethylsulfoxide / 22 h / Ambient temperature
3: 100 percent / pyridine / 38 h / Ambient temperature
4: 100 percent / diphenyl ether / 1 h / 280 °C
5: 86 percent / OsO4, NMO, H2O / tetrahydrofuran / 72 h / 0 °C
6: PPTS / 65 h
7: NaBH4 / methanol / 1.5 h / -78 °C
8: DBU, MeOH / 20 h / -20 °C
9: 23 h / Ambient temperature
10: Tf2O, (i-Pr)2NEt / toluene / 1 h / 50 °C
11: 95 percent / HCl / methanol / 40 h / Ambient temperature
12: 96 percent / NaOH, H2O / tetrahydrofuran / 1 h / Ambient temperature
View Scheme
(2S,3S,4aR,6S,8R,8aR)-6,8-Dihydroxy-2,3-dimethoxy-2,3-dimethyl-octahydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester
176798-26-8

(2S,3S,4aR,6S,8R,8aR)-6,8-Dihydroxy-2,3-dimethoxy-2,3-dimethyl-octahydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 94 percent / imidazole / CH2Cl2
2: 97 percent / DIBAL / tetrahydrofuran / 0 °C
3: 92 percent / n-Bu3P / tetrahydrofuran / Ambient temperature
4: 1.) m-chloroperoxybenzoic acid; 2.) TFAA, 2,6-lutidine / 1.) CH2Cl2, 0 deg C; 2.) CH2Cl2
5: 59 percent / NaClO2, Na2PO4, 2-methyl-2-butene / H2O; 2-methyl-propan-2-ol
6: 53 percent / TFA / H2O
View Scheme
methanol

methanol

shikimic acid
138-59-0

shikimic acid

methyl shikimate
40983-58-2

methyl shikimate

Conditions
ConditionsYield
With Amberlite IR 120 for 16h; Heating;100%
With Amberlite-IR120 at 65℃; for 18h; Esterification;100%
With hydrogenchloride at 60℃; for 6h;100%
shikimic acid
138-59-0

shikimic acid

methyl shikimate
40983-58-2

methyl shikimate

Conditions
ConditionsYield
In methanol; diethyl ether for 15h; Ambient temperature;99%
In methanol
In methanol; diethyl ether at -20 - -15℃;
shikimic acid
138-59-0

shikimic acid

dimethylglyoxal
431-03-8

dimethylglyoxal

trimethyl orthoformate
149-73-5

trimethyl orthoformate

methyl (3R,4S,5R)-3-hydroxy-4,5-<(2S,3S)-2,3-dimethoxybutan-2,3-dioxy>-cyclohex-1-en-1-carboxylate
245054-32-4

methyl (3R,4S,5R)-3-hydroxy-4,5-<(2S,3S)-2,3-dimethoxybutan-2,3-dioxy>-cyclohex-1-en-1-carboxylate

Conditions
ConditionsYield
With sulfuric acid In methanol for 48h; Inert atmosphere; Reflux;95%
With 10-camphorsufonic acid In methanol at 85℃; Condensation;80%
With CSA In methanol for 48h; Inert atmosphere; Reflux;70%
With (1S)-10-camphorsulfonic acid In methanol for 72h; Reflux; Inert atmosphere;62%
ethanol
64-17-5

ethanol

shikimic acid
138-59-0

shikimic acid

(3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid ethyl ester
101769-63-5

(3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid ethyl ester

Conditions
ConditionsYield
With KU-2-8 cationite for 15h; Reflux;93%
With thionyl chloride at 140℃; under 7500.75 Torr; for 0.133333h; Reagent/catalyst; Temperature; Time;93%
With thionyl chloride for 3h; Reflux;83%
methanol
67-56-1

methanol

shikimic acid
138-59-0

shikimic acid

cyclohexanone
108-94-1

cyclohexanone

methyl (3aS,4R,7aR)-4-hydroxy-3a,4,5,7a-tetrahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-6-carboxylate
120200-03-5

methyl (3aS,4R,7aR)-4-hydroxy-3a,4,5,7a-tetrahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-6-carboxylate

Conditions
ConditionsYield
With (1S)-10-camphorsulfonic acid In toluene at 160℃; for 0.5h; Microwave irradiation;92%
With camphor-10-sulfonic acid In toluene at 160℃; Microwave irradiation;
shikimic acid
138-59-0

shikimic acid

trans-p-coumaroyl-COA

trans-p-coumaroyl-COA

5-O-(p-coumaroyl)shikimic acid

5-O-(p-coumaroyl)shikimic acid

Conditions
ConditionsYield
In water at 35℃; for 6h; dark; shikimate-p-hydroxycinnamoyl transferase;68%
Isopropenyl acetate
108-22-5

Isopropenyl acetate

shikimic acid
138-59-0

shikimic acid

(3R,4S,5R)-3,4,5-triacetoxycyclohex-1-ene-1-carboxylic acid
98167-08-9

(3R,4S,5R)-3,4,5-triacetoxycyclohex-1-ene-1-carboxylic acid

Conditions
ConditionsYield
With iron(III) trifluoromethanesulfonate at 20℃; for 5h; Schlenk technique;66%
shikimic acid
138-59-0

shikimic acid

(-)-3-dehydroshikimic acid
2922-42-1

(-)-3-dehydroshikimic acid

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In tetrahydrofuran at 65℃;60%
With NAD(P)-independent quinate dehydrogenase EC 1.1.99.25; potassium hexacyanoferrate(III) Enzyme kinetics; Further Variations:; Reagents;
With oxygen In water at 20℃; under 760.051 Torr; for 336h; pH=6.5 - 7;
shikimic acid
138-59-0

shikimic acid

A

3-Carboxyphenol
99-06-9

3-Carboxyphenol

B

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With sulfuric acid; acetic acid at 120℃; for 16h;A 9%
B 57%
With hydrogenchloride for 14h; Heating;A 13%
B 40%
shikimic acid
138-59-0

shikimic acid

A

3-Carboxyphenol
99-06-9

3-Carboxyphenol

B

phenol
108-95-2

phenol

C

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
Stage #1: shikimic acid In water at 350℃; for 0.5h;
Stage #2: With copper In water at 350℃;
A 18 % Chromat.
B 51%
C 1 % Chromat.
shikimic acid
138-59-0

shikimic acid

(-)-shikimate 3-phosphate trisodium salt
93060-75-4, 143393-03-7

(-)-shikimate 3-phosphate trisodium salt

Conditions
ConditionsYield
With ATP shikimate kinase, 1.) 6 h, 2.) 13 deg C., overnight;47%
Multi-step reaction with 11 steps
1: 95 percent / Amberlite IR 120 / 12 h / Heating
2: 96 percent / camphorsulfonic acid / 0.25 h / Ambient temperature
3: 100 percent / 4-(dimethylamino)pyridine / CH2Cl2 / 2 h / Ambient temperature
4: 94 percent / aq. HOAc / tetrahydrofuran / 6 h / 70 °C
5: 1.) dibutyltin oxide / 1.) benzene, reflux, 1 h, 2.) DMF, 30 min
6: 100 percent / 4-(dimethylamino)pyridine / CH2Cl2 / 1 h / 50 °C
7: 89 percent / 80percent aq. HOAc / 0.25 h
8: tetrazole / CH2Cl2 / 2 h / Ambient temperature
9: 0.304 g / m-CPBA / CH2Cl2 / 2 h / -40 °C
10: 80 percent / bromotrimethylsilane / CH2Cl2 / 1 h / 0 °C
11: 99 percent / 1 N NaOH / 3 h / 0 °C
View Scheme
shikimic acid
138-59-0

shikimic acid

2-(bromomethyl)-3,5,6-trimethylpyrazine
79074-45-6

2-(bromomethyl)-3,5,6-trimethylpyrazine

(3,5,6-trimethyl pyrazine-2-yl)methyl 3,4,5-trihydroxycyclohexyl-1-ene formate
1396810-49-3

(3,5,6-trimethyl pyrazine-2-yl)methyl 3,4,5-trihydroxycyclohexyl-1-ene formate

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide for 3.5h; Reflux;43.8%
shikimic acid
138-59-0

shikimic acid

H-Lys-Cys(StBu)-Gly-2,2,5,7,8-pentamethylchroma-6-sulfonyl peptidyl-resin

H-Lys-Cys(StBu)-Gly-2,2,5,7,8-pentamethylchroma-6-sulfonyl peptidyl-resin

C29H47N5O11S2

C29H47N5O11S2

Conditions
ConditionsYield
Stage #1: shikimic acid; H-Lys-Cys(StBu)-Gly-2,2,5,7,8-pentamethylchroma-6-sulfonyl peptidyl-resin With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.666667h;
Stage #2: With chlorotriisopropylsilane; trifluoroacetic acid In water at 20℃; for 1h;
40%
shikimic acid
138-59-0

shikimic acid

N-aminoethyl-N,N-di-n-tetradecylamine

N-aminoethyl-N,N-di-n-tetradecylamine

C37H72N2O4
1000022-16-1

C37H72N2O4

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃;33%
shikimic acid
138-59-0

shikimic acid

H-Lys-Cys(StBu)-Arg(Pmc)-2,2,5,7,8-pentamethylchroma-6-sulfonyl peptidyl-resin

H-Lys-Cys(StBu)-Arg(Pmc)-2,2,5,7,8-pentamethylchroma-6-sulfonyl peptidyl-resin

C33H56N8O11S2

C33H56N8O11S2

Conditions
ConditionsYield
Stage #1: shikimic acid; H-Lys-Cys(StBu)-Arg(Pmc)-2,2,5,7,8-pentamethylchroma-6-sulfonyl peptidyl-resin With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.666667h;
Stage #2: With chlorotriisopropylsilane; trifluoroacetic acid In water at 20℃; for 1h;
26%
shikimic acid
138-59-0

shikimic acid

(R)-3-tert-Butylsulfanyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid
67436-13-9

(R)-3-tert-Butylsulfanyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid

N-2,N-6-bis(9-fluorenylmethyloxycarbonyl)-L-lysine
75932-02-4, 78081-87-5

N-2,N-6-bis(9-fluorenylmethyloxycarbonyl)-L-lysine

Fmoc-Gly-O-Wang ester resin

Fmoc-Gly-O-Wang ester resin

Nα,Nε-Bis-[(3R,4S,5R)-3,4,5-trihydroxycyclohexanecarbonyl]-L-lysyl-[S-(tert-butylthio)]-L-cysteinyl-glycine

Nα,Nε-Bis-[(3R,4S,5R)-3,4,5-trihydroxycyclohexanecarbonyl]-L-lysyl-[S-(tert-butylthio)]-L-cysteinyl-glycine

Conditions
ConditionsYield
Multistep reaction;14%

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