N-Boc-trans-4-tosyloxy-L-proline methyl ester

Product Name: N-Boc-trans-4-tosyloxy-L-proline methyl ester
CAS No.: 88043-21-4
Chemical Name: N-Boc-trans-4-tosyloxy-L-proline methyl ester
Synonyms: TRANS-BTPME;Boc-Hyp(Tos)-OMe;(4R)-4-TsO-N-Boc-Pro-OMe;Boc-trans-4-tosyloxy-L-proline methyl ester;N-Boc-(4R)-4-tosyloxy-L-proline methyl ester;N-BOC-TRANS-4-TOSYLOXY-L-PROLINE METHYL ESTER;N-Boc-trans-4-(p-tosyloxy)-L-proline methyl ester ;N-Boc-trans-4-tosyloxy-L-proline methyl ester USP/EP/BP;trans-N-tert-Butyloxycarbonyl-4-tosyloxy-L-proline Methyl Ester;N-Boc-trans-4-(p-toluenesulfonyloxy)-L-proline Methyl ester, 98%
CBNumber: CB3456882
Molecular Formula: C18H25NO7S
Formula Weight: 399.46
MOL File: 88043-21-4.mol

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N-Boc-trans-4-tosyloxy-L-proline methyl ester Property

Melting point:: 77.0 to 81.0 °C
Boiling point:: 508.1±50.0 °C(Predicted)
Density: 1.30±0.1 g/cm3(Predicted)
storage temp.: Inert atmosphere,2-8°C
solubility: Chloroform
form: Solid
pka: -5.65±0.60(Predicted)
color: White
optical activity: Consistent with structure
λmax: 274nm(CHCl3)(lit.)
CAS DataBase Reference: 88043-21-4

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Safety

Hazard Codes: Xi
Risk Statements: 36
Safety Statements: 26
HS Code: 2933.99.8290

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Warning
Hazard statements: H319Causes serious eye irritation
Precautionary statements: 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

TCI Chemical

Product number: B5247
Product name: N-(tert-Butoxycarbonyl)-trans-4-(p-toluenesulfonyloxy)-L-proline Methyl Ester
Purity: >98.0%(HPLC)(N)
Packaging: 200mg
Price: $30
Updated: 2025/07/31

TCI Chemical

Product number: B5247
Product name: N-(tert-Butoxycarbonyl)-trans-4-(p-toluenesulfonyloxy)-L-proline Methyl Ester
Purity: >98.0%(HPLC)(N)
Packaging: 1g
Price: $88
Updated: 2025/07/31

TRC

Product number: B693485
Product name: trans-N-tert-Butyloxycarbonyl-4-tosyloxy-L-prolineMethylEster
Packaging: 100mg
Price: $145
Updated: 2021/12/16

TRC

Product number: B693485
Product name: trans-N-tert-Butyloxycarbonyl-4-tosyloxy-L-prolineMethylEster
Packaging: 1g
Price: $1175
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB19586
Product name: trans-N-tert-Butyloxycarbonyl-4-tosyloxy-L-proline methyl ester
Packaging: 50mg
Price: $140
Updated: 2021/12/16

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N-Boc-trans-4-tosyloxy-L-proline methyl ester Chemical Properties,Usage,Production

Chemical Properties

N-Boc-trans-4-tosyloxy-L-proline methyl ester is Colourless crystals

Uses

N-Boc-trans-4-tosyloxy-L-proline methyl ester is used in the preparation of bicycloazahydantoins, as androgen receptor antagonists

Synthesis

74844-91-0

98-59-9

88043-21-4

General procedure for the synthesis of BOC-trans-4-tosyl-L-proline methyl ester from N-Boc-trans-4-hydroxy-L-proline methyl ester and p-toluenesulfonyl chloride: 1-tert-butyl-2-methyl-(2S,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate (30.00 g, 122.3 mmol) and triethylamine (51.1 mL. 367 mmol) were dissolved in CH2Cl2 (500 mL), followed by the addition of p-toluenesulfonyl chloride (28.0 g, 147 mmol) and 4-dimethylaminopyridine (1.00 g, 8.18 mmol). The reaction mixture was stirred at room temperature overnight.TLC (hexane solution of 50% ethyl acetate) showed that the reaction was incomplete, so 0.5 equivalents (14 g) of p-toluenesulfonyl chloride was added additionally and stirring was continued overnight.After TLC confirmed that the feedstock was completely consumed, the reaction mixture was diluted with 300 mL of CH2Cl2, and the reaction mixture was sequentially diluted with 1.0 N HCl (2 × 100 mL), 1.0 N NaOH ( 2 × 100 mL) and brine (1 × 100 mL) was washed and the organic layer was dried with Na2SO4. The solvent was concentrated under reduced pressure to give a dark colored oil containing crystalline solids. Purification by silica gel column chromatography (450 g silica gel, 25% ethyl acetate in hexane solution) gave 47.4 g (97%) of light brown oily product.1H NMR (400 MHz, CDCl3) δ ppm 1.32-1.48 (m, 9H), 2.07-2.23 (m, 1H), 2.34-2.62 (m, 4H), 3.52- 3.66 (m, 2H), 3.72 (s, 3H), 4.28-4.46 (m, 1H), 4.96-5.12 (m, 1H), 7.33-7.41 (m, 2H), 7.79 (d, J=8.29Hz, 2H); MS ES+ m/z 300.3 (M-99) and 344.3 (M-55).

References

[1] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 24, p. 6107 - 6111
[2] Patent: WO2009/137130, 2009, A2. Location in patent: Page/Page column 182
[3] Patent: WO2018/26792, 2018, A1. Location in patent: Page/Page column 68
[4] Patent: US2008/306086, 2008, A1. Location in patent: Page/Page column 5-6; 15-16
[5] Bulletin of the Korean Chemical Society, 2016, vol. 37, # 8, p. 1259 - 1264

N-Boc-trans-4-tosyloxy-L-proline methyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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N-Boc-trans-4-tosyloxy-L-proline methyl ester Suppliers

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View Lastest Price from N-Boc-trans-4-tosyloxy-L-proline methyl ester manufacturers

Zhuozhou Wenxi import and Export Co., Ltd

Product: N-tert-Butyloxycarbonyl-O-p-toluenesulfonyl-L-proline methyl ester 88043-21-4
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

Zhuozhou Wenxi import and Export Co., Ltd

Product: N-tert-Butyloxycarbonyl-O-p-toluenesulfonyl-L-proline methyl ester 88043-21-4
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-09

Career Henan Chemical Co

Product: N-Boc-trans-4-tosyloxy-L-proline methyl ester 88043-21-4
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 100kg
Release date: 2019-12-30

88043-21-4, N-Boc-trans-4-tosyloxy-L-proline methyl esterRelated Search:

Methyl acrylate cis-4-Hydroxy-L-proline D-Proline Methylparaben Methyl p-toluenesulfonate L-PROLINE-(4-3H(N)) Methanol Methyl methoxyacetate Acetonitrile Basic Violet 1 Kresoxim-methyl N-Boc-trans-4-amino-L-proline methyl ester hydrochloride N-Boc-trans-4-Hydroxy-L-proline methyl ester N-Boc-trans-4-amino-L-proline methyl ester Methyl Boc-Hyp-OH 1-(tert-Butoxycarbonyl)-3-pyrrolidinol (R)-2-Methylpyrrolidine tosylate

1,2-Pyrrolidinedicarboxylic acid, 4-[[(4-Methylphenyl)sulfonyl]oxy]-, 1-(1,1-diMethylethyl) 2-Methyl ester, (2S,4R)-

N-Boc-trans-4-(p-toluenesulfonyloxy)-L-proline Methyl ester, 98%

(4R)-4-TsO-N-Boc-Pro-OMe

BOC-trans-4-tosyloxy-L-proline methyl ester:(4R)-4-TsO-N-Boc-Pro-OMe

N-(tert-Butoxycarbonyl)-trans-4-(p-toluenesulfonyloxy)-L-proline Methyl Ester

N-Boc-trans-4-(p-tosyloxy)-L-proline methyl ester

N-BOC-TRANS-4-TOSYLOXY-L-PROLINE METHYL ESTER

N-TERT-BUTYLOXYCARBONYL-TRANS-4-P-TOLUYLSULFONYLOXY-L-PROLINE METHYL ESTER

N-TERT-BUTYLOXYCARBONYL-O-P-TOLUENESULFONYL-L-PROLINE METHYL ESTER

N-tert-Butoxycarbonyl-O-p-toluenesulfonyl-L-proline methyl ester

TRANS-BTPME

1,2-PYRIDINEDICARBOXYLIC ACID, 4-[[(4-METHYLPHENYL)-SULFONYL]OXYL]-1-(1,1-DIMETHYLETHYL)-2-METHYL ESTER, (2S, TRANS)

Boc-trans-4-tosyloxy-L-proline methyl ester

1,2-pyridinedicarboxylic acid, 4-(((4-methylphenyl)-sulfonyl(oxyl(-1-(1,1-dimethylethyl)-2-methyl ester, (2S, trans)

(2S,4R)-1-tert-butyl 2-methyl 4-(tosyloxy)pyrrolidine-1,2-dicarboxylate

trans-N-tert-Butyloxycarbonyl-4-tosyloxy-L-proline Methyl Ester

(2S,4R)-4-[[(4-Methylphenyl)sulfonyl]oxy]-1,2-pyrrolidinedicarboxylic Acid 1-(1,1-DiMethylethyl) 2-Methyl Ester

tert-Butyl Methyl (2S,4R)-4-[[(4-Methylphenyl)sulfonyl]oxy]pyrrolidine-1,2-dic

Boc-Hyp(Tos)-OMe

N-Boc-trans-4-tosyloxy-L-proline methyl ester USP/EP/BP

(2S,trans)-1-tert-Butyl 2-methyl 4-(tosyloxy)pyrrolidine-1,2-dicarboxylate

N-Boc-(4R)-4-tosyloxy-L-proline methyl ester

1-tert-butyl 2-methyl (2S,4R)-4-{[(4-methylphenyl)sulfonyl]oxy}pyrrolidine-1,2-dicarboxylate

Zofenopril Calcium Impurity: trans-N-tert-Butyloxycarbonyl-4-tosyloxy-L-proline Methyl Ester

88043-21-4

C18H25NO7S

Amino Acids & Derivatives

Chiral Reagents

Heterocycles

Heterocyclic Compounds