Methoxycarbonyl-L-tert-leucine
- CAS No.
- 162537-11-3
- Chemical Name:
- Methoxycarbonyl-L-tert-leucine
- Synonyms
- N-Methoxycarbonyl-tert-leucine;(S)-N-(METHOXYCARBONYL)-TERT-LEUCINE;(S)-2-acetamido-3,3-dimethylbutanoic acid;MOC-L-tert.Leucine;(S)-2-(MethoxycarbonylaMino)-3,3-diMethylbutanoic acid;Moc-L-tle;Moc-Tle-OH;MOC-L-Norleucine;Moc-L-tert-lecine;MOC-L-tert. Leucin
- CBNumber:
- CB6663762
- Molecular Formula:
- C8H15NO4
- Molecular Weight:
- 189.21
- MDL Number:
- MFCD07778455
- MOL File:
- 162537-11-3.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Product description | Number | Pack Size | Price |
| Atazanavir Related Compound A pharmaceutical secondary standard, certified reference material | PHR3001 | 50MG | $467 |
| Atazanavir Related Compound A United States Pharmacopeia (USP) Reference Standard | 1044356 | 25mg | $1290 |
| Methoxycarbonyl-L-tert-leucine Asreported | 281876 | 50g | $342 |
| Methoxycarbonyl-L-tert-leucine Asreported | 281876 | 100g | $468 |
| Methoxycarbonyl-L-tert-leucine Asreported | 281876 | 250g | $651 |
| More product size | |||
| Melting point | 1090C |
|---|---|
| Boiling point | 320.9±25.0 °C(Predicted) |
| Density | 1.126±0.06 g/cm3(Predicted) |
| vapor pressure | 0Pa at 25℃ |
| storage temp. | 2-8°C |
| solubility | Soluble in ethyl acetate and methanol. |
| pka | 4.46±0.10(Predicted) |
| form | powder |
| color | White to off-white |
| Water Solubility | 26.4g/L at 20℃ |
| Major Application | pharmaceutical (small molecule) |
| InChI | InChI=1S/C8H15NO4/c1-8(2,3)5(6(10)11)9-7(12)13-4/h5H,1-4H3,(H,9,12)(H,10,11)/t5-/m1/s1 |
| InChIKey | NWPRXAIYBULIEI-RXMQYKEDSA-N |
| SMILES | C(O)(=O)[C@H](C(C)(C)C)NC(OC)=O |
| LogP | 0.832 at 21℃ |
| FDA UNII | 0L7G8ZHR2P |
| UNSPSC Code | 41116107 |
| NACRES | NA.24 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P280a-P304+P340-P305+P351+P338-P405-P501a | |||||||||
| WGK Germany | WGK 1 | |||||||||
| HS Code | 2933399090 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| REACH Registrations | Active | |||||||||
| NFPA 704 |
|
Methoxycarbonyl-L-tert-leucine price More Price(73)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | PHR3001 | Atazanavir Related Compound A pharmaceutical secondary standard, certified reference material | 162537-11-3 | 50MG | $467 | 2026-04-30 | Buy |
| Sigma-Aldrich | 1044356 | Atazanavir Related Compound A United States Pharmacopeia (USP) Reference Standard | 162537-11-3 | 25mg | $1290 | 2026-04-30 | Buy |
| Usbiological | 281876 | Methoxycarbonyl-L-tert-leucine Asreported | 162537-11-3 | 50g | $342 | 2026-06-03 | Buy |
| Usbiological | 281876 | Methoxycarbonyl-L-tert-leucine Asreported | 162537-11-3 | 100g | $468 | 2026-06-03 | Buy |
| Usbiological | 281876 | Methoxycarbonyl-L-tert-leucine Asreported | 162537-11-3 | 250g | $651 | 2026-06-03 | Buy |
Methoxycarbonyl-L-tert-leucine Chemical Properties,Uses,Production
Description
Methoxycarbonyl-L-tert-leucine is a kind of amino acid deriviative. It is a very useful intermediate for efficient synthesis of the HIV protease inhibitor BMS-232632 as well as atazanavir bisulfate.
References
Zhongmin Xu, †, et al. "Process Research and Development for an Efficient Synthesis of the HIV Protease Inhibitor BMS-232632." Organic Process Research & Development 6.3(2002):323-328.
Simhadri, Srinivas. "Process for the preparation of atazanavir bisulfate." (2016).
https://www.alfa.com/en/search/?q=14328-63-3
Chemical Properties
White Solid
Uses
The coupling of the two key intermediates, N-(methoxycarbonyl)-l-tert-leucine acylated benzyl hydrazine and chloromethyl ketone, via an S N 2 reaction furnished the amino ketone in high yield under our optimized conditions in practical synthesis of the HIV Protease Inhibitor Atazanavir via a Highly diastereoselective Reduction Approach.
Flammability and Explosibility
Not classified
Synthesis
20859-02-3
79-22-1
162537-11-3
Step 1: Synthesis of (S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid: (S)-2-amino-3,3-dimethylbutanoic acid (5.0 g, 38.6 mmol) was dissolved in a mixture of dioxane (20 ml) and 2N sodium hydroxide solution (62 ml, pH=8-9) at 0 °C. Methyl chloroformate (5.88 ml, 76.33 mmol) was added dropwise with stirring. The reaction mixture was warmed up to 60°C with continuous stirring for 18 hours. After completion of the reaction, the mixture was cooled to room temperature and extracted with dichloromethane (DCM) to separate the aqueous layer. The aqueous layer was acidified to acidity with 1N hydrochloric acid and then extracted with ethyl acetate (EtOAc). The organic layer was dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure to remove the solvent. The resulting crude product was stirred and distilled in hexane to give N-methoxycarbonyl-L-tert-leucine as a white solid. Yield: 8.5 g (quantitative yield). NMR hydrogen spectrum (300MHz, CDCl3): δ5.25 (d, 1H, J=10.5Hz), 4.19 (d, 1H, J=9.6Hz), 3.70 (s, 3H), 1.03 (s, 9H). Mass spectrum: [M-1]- 188 (100%). IR spectrum (potassium bromide pressed, cm-1): 3379, 2974, 1727, 1688, 1546, 1466, 1332, 1263, 1211, 1070, 1034, 1018, 843, 696.
References
[1] Patent: WO2011/80562, 2011, A1. Location in patent: Page/Page column 34
[2] Patent: WO2005/61487, 2005, A1. Location in patent: Page/Page column 109
[3] Patent: US2005/159469, 2005, A1. Location in patent: Page/Page column 56
[4] Patent: EP2423187, 2012, A1. Location in patent: Page/Page column 11
[5] Patent: US2005/131017, 2005, A1. Location in patent: Page/Page column 95
Methoxycarbonyl-L-tert-leucine Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| weifang runzhong fine chemical co., ltd | 536-7868377 +8618653686003 | sq@runzhongchem.com | China | 187 | 58 |
| Zhejiang ZETian Fine Chemicals Co. LTD | +8618957127338 | stella@zetchem.com | China | 2994 | 58 |
| Henan Bao Enluo International TradeCo.，LTD | +86-17331933971 | deasea125996@gmail.com | China | 2472 | 58 |
| Anhui Ruihan Technology Co., Ltd | +8617756083858 | daisy@anhuiruihan.com | China | 973 | 58 |
| Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | info@fdachem.com | China | 20120 | 58 |
| Capot Chemical Co.,Ltd. | +86-（0）57185586718 +86-13336195806 | sales@capot.com | China | 29640 | 60 |
| Taizhou Tianhong Biochemistry Technology Co., Ltd. | 0523-86132544 | sales@thbiochem.com | CHINA | 305 | 60 |
| Beijing Cooperate Pharmaceutical Co.,Ltd | 010-60279497 | sales01@cooperate-pharm.com | CHINA | 1803 | 55 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21585 | 55 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29812 | 58 |
View Lastest Price from Methoxycarbonyl-L-tert-leucine manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2026-07-27 | Methoxycarbonyl-L-tert-leucine
162537-11-3
|
1KG | 99%min | 1000kg | WUHAN FORTUNA CHEMICAL CO., LTD | ||
 |
2026-07-09 | Methoxycarbonyl-L-tert-leucine
162537-11-3
|
$5.00 | 1KG | 99% | Henan Fengda Chemical Co., Ltd | ||
 |
2026-07-06 | Methoxycarbonyl-L-tert-leucine
162537-11-3
|
$60.00-600.00 | 1KG | 0.99 | 20 tons | Zibo Hangyu Biotechnology Development Co., Ltd |
-
- Methoxycarbonyl-L-tert-leucine
162537-11-3
- $0.00
- 99%min
- WUHAN FORTUNA CHEMICAL CO., LTD
-
- Methoxycarbonyl-L-tert-leucine
162537-11-3
- $5.00
- 99%
- Henan Fengda Chemical Co., Ltd
-
- Methoxycarbonyl-L-tert-leucine
162537-11-3
- $60.00-600.00
- 0.99
- Zibo Hangyu Biotechnology Development Co., Ltd
