Production Method 1

57-50-1

84380-01-8

Reaction Conditions

1.1 Catalysts: L-Ascorbic acid ,  Sucrose-1,4-α-glucan glucosyltransferase Solvents: Water ;  24 h, pH 7.0, 35 °C; 5 min, reflux

Reference

High-yield enzymatic bioconversion of hydroquinone to α-arbutin, a powerful skin lightening agent, by amylosucrase

Seo, Dong-Ho; et al, Applied Microbiology and Biotechnology, 2012, 94(5), 1189-1197

Production Method 2

84380-01-8

Reaction Conditions

1.1 Reagents: Sodium methoxide Solvents: Methanol

Reference

Penta-O-benzoyl-D-glucose: an efficient glycosyl donor for the synthesis of α-arbutin and α-aromatic-O-glucosides

Fang, Tao; et al, Chemical Journal on Internet, 2009, 11(5),

Production Method 3

34620-76-3

84380-01-8

Reaction Conditions

1.1 Reagents: Sodium acetate Solvents: Water ;  16 h, pH 5, 40 °C
1.2 Solvents: Water ;  4 h, 40 °C

Reference

Syntheses of arbutin-α-glycosides and a comparison of their inhibitory effects with those of α-arbutin and arbutin on human tyrosinase

Sugimoto, Kazuhisa; et al, Chemical & Pharmaceutical Bulletin, 2003, 51(7), 798-801

Production Method 4

896100-81-5

84380-01-8

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol ,  Ethyl acetate ;  1 h, 20 - 30 °C

Reference

Synthesis of 4-hydroxyphenyl D-glucopyranoside anomers under solid acid catalysis

Wang, Zhao-Xia; et al, Yingyong Huaxue, 2007, 24(7), 774-777

Production Method 5

896100-81-5

84380-01-8

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol ,  Ethyl acetate ;  1.5 h, rt

Reference

A new synthesis of α-arbutin via Lewis acid catalyzed selective glycosylation of tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate with hydroquinone

Wang, Zhao-Xia; et al, Carbohydrate Research, 2006, 341(11), 1945-1947

Production Method 6

69-79-4

84380-01-8

Reaction Conditions

1.1 Solvents: Water

Reference

Enzymatic synthesis of α-arbutin by α-anomer-selective glucosylation of hydroquinone using lyophilized cells of Xanthomonas campestris WU-9701

Kurosu, Jun; et al, Journal of Bioscience and Bioengineering, 2002, 93(3), 328-330

Production Method 7

69-79-4

84380-01-8

Reaction Conditions

1.1 Catalysts: alpha-Glucosidase Solvents: Water ;  20 h, pH 5.5, 30 °C
1.2 Reagents: Hydrochloric acid Solvents: Acetonitrile ,  Water ;  pH 3

Reference

Synthesis of hydroquinone-α-glucoside by α-glucosidase from baker's yeast

Prodanovic, Radivoje M.; et al, Biotechnology Letters, 2005, 27(8), 551-554

Production Method 8

84380-01-8

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Methanol ,  Water ;  24 h, rt
1.2 Reagents: Sulfuric acid Solvents: Methanol ,  Water ;  15 min, rt

Reference

Simple and efficient synthesis of arbutin

Cepanec, Ivica; et al, ARKIVOC (Gainesville, 2008, (2), 19-24

Production Method 9

57-50-1

84380-01-8

Reaction Conditions

1.1 Catalysts: Sucrose phosphorylase Solvents: Ethyl acetate ,  Water ;  48 h, pH 7.5, 50 °C; 10 min, 95 °C

Reference

Enzymatic Glycosylation of Phenolic Antioxidants: Phosphorylase-Mediated Synthesis and Characterization

De Winter, Karel; et al, Journal of Agricultural and Food Chemistry, 2015, 63(46), 10131-10139

Production Method 10

57-50-1

84380-01-8

Reaction Conditions

1.1 Catalysts: Sucrose phosphorylase Solvents: Water ;  10 min, pH 7, 55 °C; 10 min, 100 °C

Reference

Efficient whole-cell biotransformation for α-arbutin production through the engineering of sucrose phosphorylase combined with engineered cell modification

Ao, Juwei; et al, Journal of Agricultural and Food Chemistry, 2023, 71(5), 2438-2445

Production Method 11

124431-77-2

84380-01-8

Reaction Conditions

1.1 Reagents: Ammonia Solvents: Methanol ,  Chloroform

Reference

Studies on glycosides. IV. Synthesis of arbutin analogs

Peng, Shiqi; et al, Huaxue Xuebao, 1989, 47(5), 512-15

a-Arbutin Raw materials

• α-D-Glucopyranoside, 4-hydroxyphenyl, 2,3,4,6-tetraacetate
• Maltopentose
• Sucrose, Ultra Pure
• 4-Hydroxyphenyl 2,3,4,6-tetrakis-O-(phenylmethyl)-α-D-glucopyranoside
• (2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-4-{(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yloxy}hexanal

a-Arbutin Preparation Products

• a-Arbutin (84380-01-8)

• 1. Fabrication of polyvinyl pyrrolidone-K90/Eudragit RL100-based dissolving microneedle patches loaded with alpha-arbutin and resveratrol for skin depigmentation
  Nway Nway Aung,Supusson Pengnam,Tanasait Ngawhirunpat,Theerasak Rojanarata,Prasopchai Patrojanasophon,Praneet Opanasopit,Boonnada Pamornpathomkul Biomater. Sci. 2023 11 4583

• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Phenolic glycosides
• Pharmaceutical and Biochemical Products Pharmaceutical Active Ingredients Standard Substances

• 34246-15-6(D-Glucopyranoside,phenyl)
• 5329-55-5(D-glycero-D-gulo-Heptopyranoside,phenyl, b- (8CI))
• 1464-44-4((2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-phenoxy-tetrahydro-2H-pyran-3,4,5-triol)
• 28541-75-5(4-Methoxyphenyl α-D-Mannopyranoside)
• 21797-50-2(a-D-Mannopyranoside, phenyl)
• 2818-58-8(Phenyl-β-D-galactopyranoside)
• 497-76-7(Arbutin)
• 3150-20-7(4-Methoxyphenyl b-Galactopyranoside)
• 4630-62-0(Phenyl a-D-Glucopyranoside)
• 6032-32-2(4-Methoxyphenyl β-D-gluocopyranoside)