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(R)-3-Amino-1-Butanol CAS 61477-40-5

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  • Appearance: Colorless to yellow liquid
  • Purity: 99. 0%min
  • Stock: In stock
  • Sample: Available
  • Zhishang Chemical: (R)-3-Amino-1-Butanol Supplier & Manufacturer

Basic Info

What is (R)-3-Amino-1-Butanol?

(R)-3-aminobutanol, (R)-3-amino-1-butanol, CAS: 61477-40-5, colorless or light yellow liquid, conveniently soluble in tetrahydrofuran, ethanol, water as well as other solvents, is a lot Key intermediates of chiral medicines. Such as J.Org.Chem., 1977, 42:1650, it is reported that it is the essential intermediate of antineoplastic medication 4-methylcyclophosphamide; Tetrahed.Lett., 1988, 29:231, it is reported that it is an artificial penem An important intermediate of anti-biotics; Drugs.OftheFuture2012, 37:697, it is reported that it is a vital intermediate for the synthesis of the anti-AIDS medicine dolutegravir chiral six-membered ring.

Dolutegravir, also called Derogevir, English name: Dolutegravir, brand name: Tivicay, is an anti-inflammatory medicine established collectively by the British pharmaceutical large GlaxoSmithKline (GSK) as well as the Japanese Shionogi Pharmaceutical Company (Shionogi). New AIDS drugs. (R)-3-Aminobutanol is an essential intermediate in the synthesis of dolutegravir.

(R)-3-Amino-1-Butanol Uses

(R)-3-aminobutanol is an alcohol natural substance, which is a key intermediate of many chiral medicines.

(R)-3-Aminobutanol is useful as an intermediate for the preparation of compounds having HIV integrase inhibitory activity.

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Preparation of (R)-3-Amino-1-Butanol

  1. Synthesis of (R) -3- aminobutyric acid methyl ester
    Place 240g of methanol and also 50g of (R) -3- aminobutyric acid right into the tidy response flask, cool with ice water, the temperature goes down to 0-10 ° C, as well as gradually include 66.4 g of thionyl chloride dropwise. After the dropwise addition, the temperature level was elevated to reflux for response until the raw products went away. The response solution was straight focused under reduced pressure to acquire the item. Return: 98.5%, pureness: 99.7%, ee: 99.9%.
  2. Synthesis of (R) -3- benzyloxyamidobutyric acid methyl ester
    Place 50g of (R) -3- aminobutyric acid methyl ester hydrochloride, 400g of water right into the clean four-neck bottle, as well as slowly put in 41.4 g of sodium carbonate. After feeding, stir to liquify, the temperature drops to 0-10 ° C, gradually include 55.5 g of benzyl chloroformate dropwise, and also control the temperature at 0-10 ° C. After the dropwise addition, raise the temperature to 20-30 ° C, maintain stirring for 3-4 hrs until the raw products vanish. The response fluid was removed by including 200ML * 2 times of dichloromethane, as well as the layers were divided. The natural layers were incorporated, dried over salt sulfate, as well as concentrated under reduced pressure to acquire the product. Return: 95.3%, purity 99.4%, ee: 99.9%.
  3. Synthesis of (R) -3- benzyloxyamidobutanol
    Place 50g of (R) -3- benzyloxyamidobutanoic acid methyl ester and 250ML of ethanol into a tidy four-necked container, as well as mix to dissolve. When the temperature dropped to 0-10 ° C, 16.6 g of potassium borohydride was added first, and then 45.7 g of magnesium chloride was added, as well as maintained mixing for 5 hours. After the raw product detection and response were completed, aqueous hydrochloric acid service was included dropwise to relieve. After filtering, the filtrate was concentrated under minimized stress till there was no distillate, and also white crystals were acquired by formation. Yield: 94.2%, pureness: 99.2%, ee: 99.9%.
  4. Synthesis of (R) -3- aminobutanol
    Put 50g (R) -3- benzyloxyamidobutanol into a clean four-neck container, include 200ML ethanol, 2.5 g10wt% Pd/C, heat up to 50-60 ° C, hydrogen pressure 0.4-0.6 MPa, and also react till the raw materials disappear. After filtration, the filtrate was focused under decreased stress to obtain an oil, which was (R) -3- aminobutanol. Return: 96.0%, pureness 99.7%, ee: 99.9%.

Reference

  1. (R)-3-aminobutan-1-ol – PubChem
  2. CN110683960 – SYNTHESIS METHOD OF (R)-3-AMINO-1-BUTANOL

(R)-3-Amino-1-Butanol Supplier and Manufacturer

As a (R)-3-amino-1-butanol supplier and manufacturer with a strict standard product quality system certificate, Zhishang Chemical has long been providing the best (R)-3-amino-1-butanol raw materials to customers all over the world.

Over the years, relying on professional team experience and customer-centric team concept to meet customer needs in a timely manner, our company enjoys a high reputation in the world. At present, our company has served more than 6,000 customers and has established long-term cooperative relations with customers from many countries.

If you have a demand for (R)-3-amino-1-butanol and related products, please contact our service staff Zhishang Chemical – White directly, and we will provide you with high-quality products at the best price.

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