Welcome to LookChem.com Sign In|Join Free
  • or

77-06-5

Post Buying Request

77-06-5 Suppliers

Recommended suppliersmore

Product FOB Price Min.Order Supply Ability Supplier
Gibberellic acid GA3
Cas No: 77-06-5
USD $ 220.0-220.0 / Kilogram 1 Kilogram 10 Metric Ton/Month Antimex Chemical Limied Contact Supplier
Factory Gibberellic acid in stock
Cas No: 77-06-5
No Data 1 Gram 1 Metric Ton/Month Shaanxi Mingqi Chemical Co., Ltd Contact Supplier
High Purity Raw Material Gibberellic acid
Cas No: 77-06-5
USD $ 150.0-200.0 / Kilogram 1 Kilogram 50000 Metric Ton/Month Shanlong Biotechnology (hebei) Co., Ltd. Contact Supplier
High purity Gibberellic Acid with high quality and best price cas:77-06-5
Cas No: 77-06-5
USD $ 200.0-320.0 / Kilogram 1 Kilogram 99999 Kilogram/Year Hangzhou Dingyan Chem Co., Ltd Contact Supplier
High Quality Carboxyl NBR Latex for Gloves
Cas No: 77-06-5
USD $ 1.0-2.0 / Kilogram 1 Kilogram 5000 Metric Ton/Year Shanghai Sunwise Chemical Co., Ltd Contact Supplier
High quality Gibberellic Acid supplier in China
Cas No: 77-06-5
No Data 1 Kilogram 2000 Metric Ton/Year Simagchem Corporation Contact Supplier
gibberellic acid ga3 products CAS 77-06-5
Cas No: 77-06-5
USD $ 280.0-280.0 / Kilogram 1 Kilogram 1 Metric Ton/Day Hubei Vanz Pharm Co.,Ltd Contact Supplier
Gibberellic acid CAS:77-06-5 Safe delivery Free of customs clearance
Cas No: 77-06-5
USD $ 1.0-10.0 / Kilogram 1 Kilogram 5000 Kilogram/Month WUHAN MULEI NEW MATERIAL CO., LTD Contact Supplier
Gibberellic Acid 80-90-98% TC
Cas No: 77-06-5
No Data 25 Kilogram 10 Metric Ton/Month Hebei yanxi chemical co.,LTD. Contact Supplier
Good quality Gibberellic acid//77-06-5
Cas No: 77-06-5
No Data 1 Kilogram 10 Metric Ton/Month Hefei TNJ chemical industry co.,ltd Contact Supplier

77-06-5 Usage

General Description

White powder.

Definition

ChEBI: A C19-gibberellin that is a pentacyclic diterpenoid responsible for promoting growth and elongation of cells in plants.

References

https://en.wikipedia.org/wiki/Gibberellic_acid
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4002599/

Air & Water Reactions

Slightly water soluble .

Reactivity Profile

Gibberellic acid is readily degraded by acids. .

Chemical Properties

white powder

Agricultural Uses

Plant growth hormone, Plant regulator: Gibberellic acids (Gibberellins) are naturally occurring plant hormones that are used as plant growth regulators to stimulate both cell division and elongation that affects leaves and stems. Applications of this hormone also hastens plant maturation and seed germination. Delayed harvesting of fruits, allowing them to grow larger. Gibberellic acids are applied to growing field crops, small fruits, grapes, vines and tree fruit, and ornamentals, shrubs and vines.

Fire Hazard

Flash point data for Gibberellic acid are not available. Gibberellic acid is probably combustible.

Description

Gibberellic acid (GA) is a tetracyclic di-terpenoid compound. It is one of the major hormones that can be synthesized in plants and fungi. It has various kinds of physiological effects including stimulating seed germination, inducing mitotic division of the leaves, triggering transitions from meristem to shoot growth, vegetative to flowering, determining sex expression and grain development through crosstalk with many environmental signals such as light, temperature and water. In lab and greenhouse, it can be used to trigger germination of seeds which has previously remained dormant. It can also used to induce the production of larger amount and bigger grapes, boosting the grape industry. In industry, GA can be produced from Solid-state Fermentation (SSF) which can have relatively high yield.

Purification Methods

It crystallises from EtOAc, EtOAc/pet ether, MeOH/pet ether or Me2CO/pet ether. [Cross J Chem Soc 3022 1960, Beilstein 18 III/IV 6533.]

Uses

Gibberellic Acid is a a pentacyclic diterpene acid. Gibberellic Acid is a hormone that is found in plants which promotes the growth and elongation of cells. Gibberellic acid acts as a plant growth reg ulator on account of its physiological and morphological effects in extremely low concentrations. Generally Gibberellic acid affects only the plant parts above the soil surface.

Trade name

ACTIVOL®; BERELEX®; BRELLIN®; BOLL-SET®; CEKUGIB®; CROP BOOSTER®; CYTOPLEX HMS®, DYNOGEN®; FALGRO®; FLORALTONE® (with 2,3,5-triiodobenzoic acid); FLORGIB®; FOLI-ZYME®; GIBBEX®; GIBBERELLIN A 3 ®; GIBBERELLIN X®; GIBBREL®; GIBGRO®; GIB-SOL®; GIB-TABS®; GIBRESCOL®; GROCEL®; KALGIBB®; MAXON®; N-LARGE®; NOVAGIB®; PGR-IV®; PRO-GIBB®; REGULEX®; RELEASE®; RELAX®; RYZUP®; STIMULATE®; VIGOR®
InChI:InChI=1/C19H24O6/c1-9-7-17-8-18(9,24)5-3-10(17)19-6-4-11(20)16(2,15(23)25-19)13(19)12(17)14(21)22/h10-13,20,24H,1,3-8H2,2H3,(H,21,22)/t10-,11+,12-,13-,16-,17+,18+,19-/m1/s1

77-06-5 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
USP (1291005)  Gibberellicacid  United States Pharmacopeia (USP) Reference Standard 77-06-5 1291005-200MG 4,662.45CNY Detail
Alfa Aesar (45569)  Gibberellic acid, 98%    77-06-5 10g 2113.0CNY Detail
Alfa Aesar (45569)  Gibberellic acid, 98%    77-06-5 2g 531.0CNY Detail
Alfa Aesar (45569)  Gibberellic acid, 98%    77-06-5 500mg 408.0CNY Detail
Alfa Aesar (45569)  Gibberellic acid, 98%    77-06-5 0.5g 389.0CNY Detail

77-06-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name gibberellin A3

1.2 Other means of identification

Product number -
Other names GIB

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:77-06-5 SDS

77-06-5Synthetic route

2β,4a,7-trihydroxy-1-methyl-8-methylene-gibb-3-ene-1α,10β-dicarboxylic acid 10,10'-anhydride 1->4a;1'->4'a-dilactone
19123-33-2

2β,4a,7-trihydroxy-1-methyl-8-methylene-gibb-3-ene-1α,10β-dicarboxylic acid 10,10'-anhydride 1->4a;1'->4'a-dilactone

A

GA3-7-alkohol
54878-53-4

GA3-7-alkohol

B

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

Conditions
ConditionsYield
With sodium tetrahydroborate; acetic acid In tetrahydrofuran for 0.5h; Yield given;A 72%
B n/a
With sodium tetrahydroborate; acetic acid In tetrahydrofuran for 0.5h; other conditions; Yields of byproduct given;A 72%
B n/a
gibberellin A3-ketone
5087-25-2, 58917-17-2

gibberellin A3-ketone

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

Conditions
ConditionsYield
With potassium dihydrogenphosphate; potassium tri-sec-butyl-borohydride
Diacetyl-gibberellinsaeure
19147-54-7, 65563-70-4

Diacetyl-gibberellinsaeure

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

Conditions
ConditionsYield
With sodium methylate In N,N-dimethyl-formamide at 23℃; for 4h;
gibberellin A5
561-56-8

gibberellin A5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

Conditions
ConditionsYield
With air; alpha-ketoglute dipotassium; potassium ascorbate; iron(II) sulfate In various solvent(s) at 30℃; for 2h; enzyme preparation from anthers of Oryza sativa L., pH 8.0; Yield given;
ent-7α-hydroxykaurene
53060-60-9

ent-7α-hydroxykaurene

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

Conditions
ConditionsYield
With Giberella fujikuroi at 25℃; for 24h; incubation;
0(3),0(13)-Diacetyl-gibberellin-A3-7-aldehyd
54878-55-6

0(3),0(13)-Diacetyl-gibberellin-A3-7-aldehyd

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: PDC / dimethylformamide / 3.5 h / 23 °C
2: NaOCH3 / dimethylformamide / 4 h / 23 °C
View Scheme
(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

B

(4bR,7S,9aS,10R)-7-hydroxy-1-methyl-8-methylene-4b,6,7,8,9,10-hexahydro-5H-7,9a-methanobenzo[a]azulene-10-carboxylic acid
13613-87-1

(4bR,7S,9aS,10R)-7-hydroxy-1-methyl-8-methylene-4b,6,7,8,9,10-hexahydro-5H-7,9a-methanobenzo[a]azulene-10-carboxylic acid

Conditions
ConditionsYield
With sodium carbonate at 240℃; Product distribution; 1-5 min;A n/a
B 100%
With sodium carbonate at 240℃; 1-5 min;A n/a
B 100%
With hydrazine
acetic anhydride
108-24-7

acetic anhydride

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

Diacetyl-gibberellinsaeure
19147-54-7, 65563-70-4

Diacetyl-gibberellinsaeure

Conditions
ConditionsYield
With pyridine; dmap for 12h; Cooling with ice; Inert atmosphere;99%
With pyridine Ambient temperature;2.0 g
5-Hexen-1-ol
821-41-0

5-Hexen-1-ol

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

C25H32O6

C25H32O6

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 16h; Inert atmosphere;99%
(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

methyl iodide
74-88-4

methyl iodide

gibberellic acid methyl ester
510-50-9

gibberellic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate In acetone98%
With potassium carbonate In acetone at 20℃; Inert atmosphere;95.4%
With potassium carbonate In acetone at 18℃; for 20h;94%
With potassium carbonate In acetone92%
With cesium fluoride In N,N-dimethyl-formamide for 24h; Ambient temperature;407 mg
(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

dimethyl sulfate
77-78-1

dimethyl sulfate

gibberellic acid methyl ester
510-50-9

gibberellic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate In acetone97%
(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

ent-3α,13-dihydroxy-20-norgibberella-1(10),16-diene-7,19-dioic acid
19123-84-3

ent-3α,13-dihydroxy-20-norgibberella-1(10),16-diene-7,19-dioic acid

Conditions
ConditionsYield
With lithium; lithium diisopropyl amide In tetrahydrofuran; ammonia at -78℃;95%
(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

C19H24O5
123592-49-4

C19H24O5

Conditions
ConditionsYield
With lithium In ethanol; ammonia at -78℃;93%
N-tert-butoxycarbonyl-O-diethylcarbamoyl-N-bromopropylhydroxylamine

N-tert-butoxycarbonyl-O-diethylcarbamoyl-N-bromopropylhydroxylamine

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

3-((tert-butoxycarbonyl)((diethylcarbamoyl)oxy)amino)propyl (1S,2S,4aR,4bR,7S,9aS,10S,10aR)-2,7-dihydroxy-1-methyl-8-methylene-13-oxo-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylate

3-((tert-butoxycarbonyl)((diethylcarbamoyl)oxy)amino)propyl (1S,2S,4aR,4bR,7S,9aS,10S,10aR)-2,7-dihydroxy-1-methyl-8-methylene-13-oxo-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃;93%
benzyl chloride
100-44-7

benzyl chloride

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

C26H28O6
1178-69-4

C26H28O6

Conditions
ConditionsYield
With potassium carbonate In acetone92%
acetic anhydride
108-24-7

acetic anhydride

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

C21H24O7

C21H24O7

Conditions
ConditionsYield
With pyridine; dmap at 20℃;91%
ethyldimethylsilyl chloride
6917-76-6

ethyldimethylsilyl chloride

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

C27H42O6Si2

C27H42O6Si2

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 0 - 25℃; Inert atmosphere;89%
(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

n-hexadecanoyl chloride
112-67-4

n-hexadecanoyl chloride

gibberellin A3 3-O-palmitate

gibberellin A3 3-O-palmitate

Conditions
ConditionsYield
With pyridine for 15h; Ambient temperature;83%
triethylsilyl chloride
994-30-9

triethylsilyl chloride

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

C31H50O6Si2

C31H50O6Si2

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 0 - 25℃; Inert atmosphere;81%
(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

(4bR,7S,9aS,10R)-7-hydroxy-1-methyl-8-methylene-4b,6,7,8,9,10-hexahydro-5H-7,9a-methanobenzo[a]azulene-10-carboxylic acid
13613-87-1

(4bR,7S,9aS,10R)-7-hydroxy-1-methyl-8-methylene-4b,6,7,8,9,10-hexahydro-5H-7,9a-methanobenzo[a]azulene-10-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In water for 3h; Heating;78%
at 250 - 300℃; Product distribution;
(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

C19H21IO6
127590-27-6

C19H21IO6

Conditions
ConditionsYield
With Iodine monochloride; sodium hydrogencarbonate In acetonitrile for 5h; Ambient temperature;77%
(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

ent-2β,3α,13-trihydroxy-20-norgibberell-1(10),16-diene-7,19-dioic acid 19-2β-lactone

ent-2β,3α,13-trihydroxy-20-norgibberell-1(10),16-diene-7,19-dioic acid 19-2β-lactone

Conditions
ConditionsYield
With water; sodium hydroxide for 1.5h;77%
With tris(pentafluorophenyl)borate; benzo[1,3,2]dioxaborole In dichloromethane at 25℃; for 24h; Reagent/catalyst;
(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

(4bS,7S,9aS,10R)-1,7-dimethyl-8-oxo-4b,6,7,8,9,10-hexahydro-5H-7,9a-methanobenzo[a]azulene-10-carboxylic acid
427-78-1

(4bS,7S,9aS,10R)-1,7-dimethyl-8-oxo-4b,6,7,8,9,10-hexahydro-5H-7,9a-methanobenzo[a]azulene-10-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In water at 100℃; for 3h; Wagner-Meerwein Rearrangement;76.5%
With hydrogenchloride
Multi-step reaction with 2 steps
1: aqueous HCl
2: HCl
View Scheme
With hydrogenchloride In water for 2h; Reflux;
(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride; water at 60℃;75%
With hydrogenchloride at 50℃;
(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

2,3,4-tri-O-acetyl-α-L-arabinopyranosyl bromide
14227-90-8

2,3,4-tri-O-acetyl-α-L-arabinopyranosyl bromide

gibberellin A3 α-L-(2,3,4,-tri-O-acetyl)arabinopyranosyl ester

gibberellin A3 α-L-(2,3,4,-tri-O-acetyl)arabinopyranosyl ester

Conditions
ConditionsYield
With Celite; silver carbonate In dichloromethane Heating;75%
(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

A

GA3-7-alkohol
54878-53-4

GA3-7-alkohol

B

C32H44N2O6
58870-20-5

C32H44N2O6

Conditions
ConditionsYield
With sodium tetrahydroborate; dicyclohexyl-carbodiimide In tetrahydrofuran; 1,4-dioxane 1.) -15 deg C, 2.) 5 deg C, 12 h;A 74%
B 3%
(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

(S)-oxiranemethanol
60456-23-7

(S)-oxiranemethanol

(1S,2S,4aR,4bR,7S,9aS,10S,10aR)-(R)-oxiran-2-ylmethyl 2,7-dihydroxy-1-methyl-8-methylene-13-oxo-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9amethanobenzo[a]azulene-10-carboxylate

(1S,2S,4aR,4bR,7S,9aS,10S,10aR)-(R)-oxiran-2-ylmethyl 2,7-dihydroxy-1-methyl-8-methylene-13-oxo-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9amethanobenzo[a]azulene-10-carboxylate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 6h;71%
(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

C19H24O7
6800-32-4

C19H24O7

Conditions
ConditionsYield
With water; sodium hydroxide for 18h;66%
(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide
572-09-8

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

gibberellin A3 β-D-(2,3,4,6-tetra-O-acetyl)glucopyranosyl ester

gibberellin A3 β-D-(2,3,4,6-tetra-O-acetyl)glucopyranosyl ester

Conditions
ConditionsYield
With Celite; silver carbonate In dichloromethane Heating;63%
2,2,2-trifluorodiazoethane
371-67-5

2,2,2-trifluorodiazoethane

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

acetonitrile
75-05-8

acetonitrile

(1S,2S,4aR,4bR,7S,9aS,10S,10aR)-N-acetyl-2,7-dihydroxy-1-methyl-8-methylene-13-oxo-N-(2,2,2-trifluoroethyl)-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxamide

(1S,2S,4aR,4bR,7S,9aS,10S,10aR)-N-acetyl-2,7-dihydroxy-1-methyl-8-methylene-13-oxo-N-(2,2,2-trifluoroethyl)-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxamide

Conditions
ConditionsYield
With copper(l) iodide In toluene at 25℃; for 12h;62%
(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside
3068-32-4

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

gibberellin A3 β-D-(2,3,4,6-tetra-O-acetyl)galactopyranosyl ester

gibberellin A3 β-D-(2,3,4,6-tetra-O-acetyl)galactopyranosyl ester

Conditions
ConditionsYield
With Celite; silver carbonate In dichloromethane Heating;61%
(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

acetobromocellobiose
14227-66-8

acetobromocellobiose

Gibberellin A3 heptaacetylcellobiosylester
138866-62-3

Gibberellin A3 heptaacetylcellobiosylester

Conditions
ConditionsYield
With triethylamine In acetone for 16h; Ambient temperature;52%
(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

1-bromo-2,3,4-tri-O-acetyl-α-D-xylopyranose
3068-31-3

1-bromo-2,3,4-tri-O-acetyl-α-D-xylopyranose

gibberellin A3 β-D-(2,3,4,-tri-O-acetyl)xylopyranosyl ester

gibberellin A3 β-D-(2,3,4,-tri-O-acetyl)xylopyranosyl ester

Conditions
ConditionsYield
With Celite; silver carbonate In dichloromethane Heating;48%
(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride; water Wagner-Meerwein Rearrangement; Reflux;38%
With hydrogenchloride Heating;
terbium(III) nitrate hexahydrate

terbium(III) nitrate hexahydrate

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
77-06-5

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

C38H46NO17Tb*4H2O

C38H46NO17Tb*4H2O

Conditions
ConditionsYield
With triethylamine In ethanol at 20℃;35%

Please post your buying leads,so that our qualified suppliers will soon contact you!

*Required Fields