(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
- Molecular Weight:
- 235.24
- MDL Number:
- MFCD09835535
- MOL File:
- 106973-37-9.mol
- MSDS File:
- SDS
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P261-P305+P351+P338 |
(3S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid price
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Matrix Scientific | 304986 | (S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid | 106973-37-9 | 250.00mg | $32 | 2026-05-19 | Buy |
| Matrix Scientific | 304986 | (S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid | 106973-37-9 | 1.00g | $60 | 2026-05-19 | Buy |
| Matrix Scientific | 304986 | (S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid | 106973-37-9 | 5.00g | $93 | 2026-05-19 | Buy |
| Synthonix | B55835 | (S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid 97% | 106973-37-9 | 250mg | $45 | 2026-05-06 | Buy |
| Synthonix | B55835 | (S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid 97% | 106973-37-9 | 1g | $60 | 2026-05-06 | Buy |
(3S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid Chemical Properties,Uses,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: WO2011/111875, 2011, A1. Location in patent: Page/Page column 91
[3] Helvetica Chimica Acta, 2004, vol. 87, # 1, p. 90 - 105
[4] 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
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| ForeChem (Nantong) Technology Co.,Ltd. | 513-85982855 18921614129 | sales@xianxingpharm.com | China | 2712 | 61 |
| SynAsst Chemical. | 021-60343070 | China | 12731 | 55 | |
| Abblis Chemicals LLC | +1-832-373-8299 | info@abblis.com | United States | 322 | 57 |
| Bide Pharmatech Ltd. | 400-164-7117 18317119277 | product02@bidepharm.com | China | 40000 | 60 |
| Chengdu Firster Pharmaceutical Co., Ltd. | 028-87078428 028-87074958 | chengzhenyong@cdfirster.com | China | 2580 | 60 |
| Shanghai Balmxy Pharmaceutical Co., Ltd | 021-24206007 13764915196 | sales@balmxy.com | China | 6959 | 55 |
| ShangHai AmK Pharmaceutical Technology Co., Ltd. | 微信 18019252918 18019252918 | sale@amkchem.com | China | 14982 | 55 |
| Accela ChemBio Inc. | +1(858) 699-3322 | marketing@accelachem.com | United States | 6022 | 65 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131885 | 58 |
| Taian Jiaye Biotechnology Co.Ltd | 15318151873;13127280945 | 285424065@qq.com | China | 9961 | 55 |
View Lastest Price from (3S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2021-08-23 | (3S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid
106973-37-9
|
$30.00 | 1KG | 99% | 500000KG/Month | Hubei Aumei New Material Co., Ltd. | |
 |
2021-08-23 | (3S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid
106973-37-9
|
$15.00 | 1KG | 99% | 20TONS | Hubei Aumei New Material Co., Ltd. | |
 |
2020-01-13 | (3S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid
106973-37-9
|
1KG | 98%; 99% | 500g； 1kg; 25kg | Career Henan Chemical Co |
-
- (3S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid
106973-37-9
- $30.00
- 99%
- Hubei Aumei New Material Co., Ltd.
-
- (3S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid
106973-37-9
- $15.00
- 99%
- Hubei Aumei New Material Co., Ltd.
-
- (3S)-4-Benzyl-5-oxomorpholine-3-carboxylic acid
106973-37-9
- $0.01
- 98%; 99%
- Career Henan Chemical Co
