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ChemicalBook >> CAS DataBase List >>Bortezomib intermediates II

Bortezomib intermediates II

CAS No.
205393-21-1
Chemical Name:
Bortezomib intermediates II
Synonyms
(alphaS)-alpha-Amino-N-[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3-methylbutyl]benzenepropanamide hydrochloride;Atrazine Impurity 11;Bortezomib Impurity 54 HCl;Bortezomib intermediates I;BortezoMib InterMediate II;Bortezomib intermediates II;BortezoMib interMediates N-2;(alphaS)-alpha-Amino-N-[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodi;(S)-2-amino-N-((R)-3-methyl-1-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)butyl)-3-phenylpropanamide hydrochloride;(αS)-α-Amino-N-[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3-methylbutyl]-benzenepropanamide Monohydrochloride
CBNumber:
CB72505953
Molecular Formula:
C24H38BClN2O3
Molecular Weight:
448.83412
MDL Number:
MFCD18252917
MOL File:
205393-21-1.mol
MSDS File:
SDS
Last updated:2026-05-28 03:26:06
Product description Number Pack Size Price
(S)-2-Amino-N-((R)-3-methyl-1-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)butyl)-3-phenylpropanamide hydrochloride 308371 100.00mg $62
(S)-2-Amino-N-((R)-3-methyl-1-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)butyl)-3-phenylpropanamide hydrochloride 308371 250.00mg $106
(S)-2-Amino-N-((R)-3-methyl-1-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)butyl)-3-phenylpropanamide hydrochloride 308371 1.00g $271
Bortezomib intermediates II 97% AA0029ZG 100mg $42
Bortezomib intermediates II 97% AA0029ZG 1g $298

Bortezomib intermediates II Properties

Melting point 197-198℃
storage temp. Inert atmosphere,Store in freezer, under -20°C

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)
GHS05
Signal word  Warning
Hazard statements  H290-H314
Precautionary statements  P264b-P271-P280-P301+P330+P331-P304+P340-P305+P351+P338-P310-P363-P390-P402-P403+P233-P406b-P501c

Bortezomib intermediates II price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Matrix Scientific 308371 (S)-2-Amino-N-((R)-3-methyl-1-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)butyl)-3-phenylpropanamide hydrochloride 205393-21-1 100.00mg $62 2026-05-19 Buy
Matrix Scientific 308371 (S)-2-Amino-N-((R)-3-methyl-1-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)butyl)-3-phenylpropanamide hydrochloride 205393-21-1 250.00mg $106 2026-05-19 Buy
Matrix Scientific 308371 (S)-2-Amino-N-((R)-3-methyl-1-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)butyl)-3-phenylpropanamide hydrochloride 205393-21-1 1.00g $271 2026-05-19 Buy
aablocks AA0029ZG Bortezomib intermediates II 97% 205393-21-1 100mg $42 2026-05-28 Buy
aablocks AA0029ZG Bortezomib intermediates II 97% 205393-21-1 1g $298 2026-05-28 Buy
Product number Packaging Price Buy
308371 100.00mg $62 Buy
308371 250.00mg $106 Buy
308371 1.00g $271 Buy
AA0029ZG 100mg $42 Buy
AA0029ZG 1g $298 Buy

Bortezomib intermediates II Chemical Properties,Uses,Production

Uses

(αS)-α-Amino-N-[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3-methylbutyl]-benzenepropanamide Monohydrochloride is a Bortezomib (B675700) intermediate which is used in the evaluation of bone-targeted proteasome inhibitors for myeloma.

Synthesis

Hydrochloric acid

7647-01-0

(1S,2S,3R,5S)-PinanediolN-BOC-L-phenylalanine-L-leucine boronate

1187479-72-6

Bortezomib intermediates II

205393-21-1

GENERAL METHODS: (S)-N-Boc-2-amino-3-methoxypropionic acid (4.73 g, 21.58 mmol) was dissolved in anhydrous CH2Cl2 (120 mL) and cooled to -10 °C. HOBt (4.38 g, 32.37 mmol) and EDCI (6.2 g, 32.37 mmol) were added sequentially and stirred for 10 minutes. Intermediate 5 (8.19 g, 21.58 mmol) and DIPEA (9.77 g, 75.53 mmol) were then added. The reaction mixture was stirred at -10 °C for 1 hour, followed by continued stirring at room temperature for 15 hours. After completion of the reaction, the organic phase was washed sequentially with 10% hydrochloric acid, 5% NaHCO3 solution and brine and dried over anhydrous Na2SO4. Filtered and concentrated, the crude product obtained was directly used in the next step of the reaction. The borate ester prepared above was dissolved in ethyl acetate (30 mL) and ethyl acetate solution (55 mL) of 4.5 mol/L HCl was added slowly and dropwise at 0 °C. The reaction mixture was stirred at room temperature for 2 h. The ethyl acetate was removed by evaporation under reduced pressure. Methyl tert-butyl ether (MTBE) was added to the residue and filtered to give the glassy solid product 3a (7.8 g, 89.7% yield). The product was confirmed by 1H NMR (400 MHz, DMSO) and MS (ESI) characterization.

References

[1] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 14, p. 3975 - 3981
[2] Journal of Medicinal Chemistry, 2018,

Bortezomib intermediates II Preparation Products And Raw materials

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Bortezomib intermediates II BortezoMib InterMediate II BortezoMib interMediates N-2 (αS)-α-Amino-N-[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3-methylbutyl]-benzenepropanamide Monohydrochloride Bortezomib intermediates I BenzenepropanaMide, a-aMino-N-[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-triMethyl-4,6-Methano-1,3,2-benzodioxaborol-2-yl]-3-Methylbutyl]-, hydrochloride (1:1), (aS) (S)-2-amino-N-((R)-3-methyl-1-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)butyl)-3-phenylpropanamide hydrochloride Bortezomib Impurity 54 HCl (alphaS)-alpha-Amino-N-[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3-methylbutyl]benzenepropanamide Hydrochloride (Bortezomib Intermediate II) Atrazine Impurity 11 (alphaS)-alpha-Amino-N-[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodi (αS)-α-Amino-N-[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3-methylbutyl]-benzenepropanamide monohydrochloride, CAS 205393-21-1 (alphaS)-alpha-Amino-N-[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3-methylbutyl]-benzenepropanamide Monohydrochloride (αS)-α-Amino-N-[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3-methylbutyl]benzenepropanamide Hydrochloride (Bortezomib Intermediate II) (alphaS)-alpha-Amino-N-[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3-methylbutyl]benzenepropanamide hydrochloride 205393-21-1 C24H37BN2O3HCl C24H38BClN2O3 C24H37BN2O3ClH
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