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1-Acetoxy-2-butyl-4-methoxynaphtalene

CAS No.
99107-52-5
Chemical Name:
1-Acetoxy-2-butyl-4-methoxynaphtalene
Synonyms
U-66858;Bunaprolast;Bunaprolast (U66858);1-Acetoxy-2-butyl-4-methoxynaphtalene;1-Acetoxy-2-butyl-4-methoxynaphthalene;1-acetoxy-2-n-butyl-4-methoxynaphthalene;1-Naphthalenol, 2-butyl-4-methoxy-, 1-acetate
CBNumber:
CB01075359
Molecular Formula:
C17H20O3
Molecular Weight:
272.3389
MDL Number:
MFCD00864774
MOL File:
99107-52-5.mol
Last updated:2023-05-21 10:59:17

1-Acetoxy-2-butyl-4-methoxynaphtalene Properties

storage temp. Store at -20°C
solubility Soluble in DMSO
FDA UNII WKF2F316K6

1-Acetoxy-2-butyl-4-methoxynaphtalene price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
American Custom Chemicals Corporation API0010882 BUNAPROLAST 95.00% 99107-52-5 5MG $504.39 2021-12-16 Buy
CSNpharm CSN21974 U66858 99107-52-5 10mg $1387 2021-12-16 Buy
CSNpharm CSN21974 U66858 99107-52-5 25mg $2448 2021-12-16 Buy
Product number Packaging Price Buy
API0010882 5MG $504.39 Buy
CSN21974 10mg $1387 Buy
CSN21974 25mg $2448 Buy

1-Acetoxy-2-butyl-4-methoxynaphtalene Chemical Properties,Uses,Production

Originator

Bunaprolast,ZYF Pharm Chemical

Uses

Anti-asthmatic.

Manufacturing Process

Preparation of pentacarbonyl[phenyl(methoxy)carbene]chromium:
To a suspension of 22 g (0.1 mole) of chromium hexacarbonyl in ether is slowly added phenyllithium (51 ml, 0.1 mole, cyclohexane/ether solution) via syringe over a period of 15-20 minutes under argon at room temperature, and the resulting deep red solution is stirred at room temperature for 1 hour. The solvent is removed under reduced pressure (bath temperature should be below 40°C), and the black residue is dissolved in 200 ml water. (CH3)3O·BF4 (about 15 g) is added portionwise to the solution until it becomes slightly acidic (pH 5.5). The aqueous layer is extracted three times with 200 ml of ether, and the combined etheral extracts are washed once with 300 ml of saturated brine solution, once with 300 ml of saturated sodium carbonate solution, and three times with 300 ml of saturated brine solution, dried over anhydrous sodium sulfate and filtered. The solvent is removed using a rotary evaporator. The deep red tarry residue is purified using flash chromatography by a silica gel column (200 g). Elution by 10% ether in n-hexane gives a deep red syrup, which is solidified upon cooling. Recrystallization from pet-ether at -70°C gives 25.12 g (80.5%) of pentacarbonyl[phenyl(methoxy)carbene] chromium as deep red crystalline. The physical properties of the product are consistent with those described in the literature.
2-Butyl-4-methoxy-1-naphthalenol, acetate:
Reaction of pentacarbonyl[phenyl(methoxy)carbene ]chromium with 1- hexyne:
Part A.
A mixture of the carbene complex (1.0 g, 3.2 mmole), 1-hexyne (2.6 equivalents), acetic anhydride (1.0 eq.) and triethylamine (1.0 eq.) in tetrahydrofuran (90 ml) is heated at 65°C under an argon atmosphere for 1 hour. The solution is cooled and concentrated to give a black residue, which is chromatographed through a silica gel (200 g) column using a flash chromatography. Elution by10% ether in n-hexane gives 71 5 mg (82.2%) of the title product, which solidified. Recrystallization from pet-ether gave white crystals of 2-butyl-4-methoxy-1-naphthalenol acetate; MP: 49°C. Part B.
Alternatively, a mixture of 2.0 g (6.4 mmole) of the carbene complex, acetylene (2.6 eq.) and acetic acid in tetrahydrofuran is heated at 65°C for 2 hours under argon atmosphere. After cooling the reaction solution is concentrated and the black residue is loaded on a silica gel (200 g) column for a flash chromatography. Elution by 10% ether in n-hexane gives 895 mg (51.4%) of the title product.

Therapeutic Function

Anti-asthmatic

108-24-7
27436-93-7
693-02-7
99107-52-5
Synthesis of 1-Acetoxy-2-butyl-4-methoxynaphtalene from Acetic anhydride and Pentacarbonyl(methoxyphenylcarbene)chromium(0) and 1-Hexyne

1-Acetoxy-2-butyl-4-methoxynaphtalene Preparation Products And Raw materials

1-Acetoxy-2-butyl-4-methoxynaphtalene Suppliers

Global( 11)Suppliers
Supplier Tel Email Country ProdList Advantage
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
MedChemexpress LLC 021-58955995 sales@medchemexpress.cn United States 4863 58
Fan De(Beijing) Biotechnology Co., Ltd. 15911056312 liming@bio-fount.com China 9730 58
cjbscvictory 13348960310 13348960310 3003867561@qq.com China 9945 58
Beijing Jin Ming Biotechnology Co., Ltd. 010-60605840 15801484223 psaitong@jm-bio.com China 29834 58
Changzhou Bojia Biomedical Technology Co., Ltd. 2122619822 czbjpharma@126.com China 18488 58
TargetMol Chemicals Inc. 4008200310 marketing@tsbiochem.com China 24131 58
Shanghai Yiyan Biotechnology Co. , Ltd. 021-69985186 13611928337 3427709316@qq.com China 7984 58
1-Acetoxy-2-butyl-4-methoxynaphtalene Bunaprolast 1-Acetoxy-2-butyl-4-methoxynaphthalene U-66858 1-acetoxy-2-n-butyl-4-methoxynaphthalene 1-Naphthalenol, 2-butyl-4-methoxy-, 1-acetate Bunaprolast (U66858) 99107-52-5