(3S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid

Product Name: (3S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid
CAS No.: 106973-37-9
Chemical Name: (3S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid
Synonyms: (S)-4-Benzyl-5-oxomorpholine-3-carboxylic;(3S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid;3-Morpholinecarboxylic acid, 5-oxo-4-(phenylmethyl)-;3-Morpholinecarboxylic acid, 5-oxo-4-(phenylmethyl)-, (3S)-
CBNumber: CB61512397
Molecular Formula: C12H13NO4
Formula Weight: 235.24
MOL File: 106973-37-9.mol

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(3S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid Property

storage temp.: Sealed in dry,Room Temperature

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: B194183
Product name: (S)-4-Benzyl-5-oxomorpholine-3-carboxylicAcid
Packaging: 500mg
Price: $110
Updated: 2021/12/16

Activate Scientific

Product number: AS21712
Product name: (S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid
Purity: 97+% ee
Packaging: 1g
Price: $119
Updated: 2021/12/16

AK Scientific

Product number: 7415CU
Product name: (S)-4-Benzyl-5-oxomorpholine-3-carboxylicAcid
Packaging: 10g
Price: $357
Updated: 2021/12/16

Activate Scientific

Product number: AS21712
Product name: (S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid
Purity: 97+% ee
Packaging: 5G
Price: $233
Updated: 2021/12/16

Chemenu

Product number: CM119831
Product name: (S)-4-Benzyl-5-oxomorpholine-3-carboxylicAcid
Purity: 97%
Packaging: 10g
Price: $290
Updated: 2021/12/16

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(3S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid Chemical Properties,Usage,Production

Synthesis

106910-76-3

79-04-9

106973-37-9

General procedure: N-benzyl-L-serine (1.0 eq.) and tetrahydrofuran (THF, 6.1 vol.) were added to the reactor. The resulting solution was cooled to 0-5 °C and a pre-cooled aqueous solution of potassium carbonate (3.0 eq.) (6.1 vol., 0-5 °C) was added. Subsequently, chloroacetyl chloride (1.4 eq.) was slowly added through the addition funnel while strictly controlling the internal temperature below 5 °C. The biphasic reaction mixture was aged at 0-5 °C with stirring for about 30 min. After aging, samples were taken for HPLC analysis. If N-benzyl-L-serine residue >6 area percent is detected, chloroacetyl chloride is added additionally. Once the reaction completeness specification was satisfied, 50 wt% sodium hydroxide solution was slowly added, maintaining the internal temperature between 5-10°C until pH stabilization >13.5. The reaction was considered complete when HPLC analysis showed total intermediates <1 area percentage. The reaction mixture was warmed up to 25°C, heptane (2.03 v/v) was added, stirred rapidly for 10 minutes and left to stratify. The upper organic phase was discarded and the aqueous phase was treated again with heptane (3.04 v/v), stirred rapidly for 10 min and left to stratify, the upper organic phase was discarded. The aqueous phase was cooled to -5-0 °C and 37 wt% hydrochloric acid was slowly added, controlling the batch temperature <10 °C until pH <2. The resulting slurry was kept at -10-0 °C for at least 4 h. The slurry was then filtered through a Whatman 1 filter. The slurry was filtered through Whatman 1 filter paper or equivalent and the filter cake was washed with pre-cooled (3-7°C) water (2 x 4.57 v/v). The wet filter cake was dried under vacuum at 40-45 °C to give 1.475 kg (84.9% yield, uncorrected) of (S)-4-benzyl-5-oxo-3-morpholinecarboxylic acid.HPLC analytical conditions: retention time 1.82 min (YMC S5 ODS column, 4.6 × 50 mm, gradient elution from 10-90% aqueous methanol containing 0.2% phosphoric acid, flow rate 4 mL /min, detection wavelength 220 nm); chiral HPLC analysis conditions: retention time 7.94 min, ee value 100% (Chiralcel OJ-R column, 150 × 4.6 mm, 5 μm, eluent: methanol: 0.2% phosphoric acid aqueous solution [50:50], flow rate 1 mL/min, detection wavelength 210 nm).

References

[1] Patent: WO2005/58245, 2005, A2. Location in patent: Page/Page column 29-30
[2] Patent: WO2005/58245, 2005, A2. Location in patent: Page/Page column 29-30
[3] Patent: WO2011/111875, 2011, A1. Location in patent: Page/Page column 91
[4] Helvetica Chimica Acta, 2004, vol. 87, # 1, p. 90 - 105
[5] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1985, p. 2577 - 2580

(3S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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(3S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid Suppliers

China 47 India 1 United States 7 Global 55

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View Lastest Price from (3S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid manufacturers

Wuhan Monad Medicine Tech Co.,LTD

Product: (3S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid 106973-37-9
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%min
Supply Ability: 20000
Release date: 2020-12-24

Hubei Aumei New Material Co., Ltd.

Product: (3S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid 106973-37-9
Price: US $30.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500000KG/Month
Release date: 2021-08-02

Hubei Aumei New Material Co., Ltd.

Product: (3S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid 106973-37-9
Price: US $15.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20TONS
Release date: 2021-08-05

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