Z-TRANS-4-HYDROXY-L-PROLINOL

Product Name: Z-TRANS-4-HYDROXY-L-PROLINOL
CAS No.: 95687-41-5
Chemical Name: Z-TRANS-4-HYDROXY-L-PROLINOL
Synonyms: Z-Hyp-Ol;trans-N-BenzyL;-4-hydroxy-2-hydroxymethyL;1-Cbz-4-hydroxy-L-prolinol;CBZ-TRANS-4-HYDROXY-L-PROLINOL;TRANS-N-CBZ-4-HYDROXY-L-PROLINOL;1-CBZ-TRANS-4-HYDROXY-L-PROLINOL;N-CBZ-TRANS-4-HYDROXY-L-PROLINOL;Z-trans-4-Hydroxy-L-prolinol,90%;Z-TRANS-4-HYDROXY-L-PROLINOL USP/EP/BP
CBNumber: CB3504741
Molecular Formula: C13H17NO4
Formula Weight: 251.28
MOL File: 95687-41-5.mol

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Z-TRANS-4-HYDROXY-L-PROLINOL Property

Boiling point:: 240 °C(lit.)
Density: 1.297 g/mL at 25 °C(lit.)
refractive index: n20/D 1.547(lit.)
Flash point:: >230 °F
storage temp.: 2-8°C
form: clear liquid
pka: 14.56±0.40(Predicted)
color: Colorless to Light orange to Yellow
optical activity: [α]20/D 33°, c = 15 in chloroform
InChI: InChI=1S/C13H17NO4/c15-8-11-6-12(16)7-14(11)13(17)18-9-10-4-2-1-3-5-10/h1-5,11-12,15-16H,6-9H2/t11-,12+/m0/s1
InChIKey: WDEQGLDWZMIMJM-NWDGAFQWSA-N
SMILES: N1(C(OCC2=CC=CC=C2)=O)C[C@H](O)C[C@H]1CO

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Safety

Hazard Codes: Xi
WGK Germany: 3
HazardClass: IRRITANT
HS Code: 2933998090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 547085
Product name: Z-trans-4-Hydroxy-L-prolinol
Packaging: 1g
Price: $165
Updated: 2025/07/31

TCI Chemical

Product number: C3255
Product name: N-Carbobenzoxy-trans-4-hydroxy-L-prolinol
Purity: >95.0%(GC)
Packaging: 1g
Price: $113
Updated: 2025/07/31

TRC

Product number: C227708
Product name: Cbz-trans-4-hydroxy-L-Prolinol
Packaging: 100mg
Price: $75
Updated: 2021/12/16

Ark Pharm

Product number: AK-50270
Product name: trans-Benzyl4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate
Purity: 97%
Packaging: 250mg
Price: $24
Updated: 2021/12/16

Chem-Impex

Product number: 41677
Product name: N-Carbobenzoxy-trans-4-hydroxy-L-prolinol,≥95%(GC)
Purity: ≥95%(GC)
Packaging: 1G
Price: $182.87
Updated: 2021/12/16

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Z-TRANS-4-HYDROXY-L-PROLINOL Chemical Properties,Usage,Production

Uses

peptide synthesis

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

13504-85-3

95687-41-5

N-Benzyloxycarbonyl-(4R)-hydroxy-L-proline (150 g, 0.565 mol) was used as a raw material, which was dissolved in tetrahydrofuran (1.5 L), and the borane-dimethyl sulfide complex (59.0 ml, 0.622 mol) was added dropwise slowly under stirring at 0 °C. After the dropwise addition, the reaction mixture was heated to reflux and stirred continuously for 3 hours. Subsequently, the reaction mixture was cooled to 0 °C and borane-dimethyl sulfide complex (16.1 ml, 0.170 mol) was added again and stirring was continued for 10 hours. After completion of the reaction, the reaction mixture was cooled and water (500 ml) was added slowly at 0 °C to quench the excess borane-dimethyl sulfide complex. The reaction mixture was extracted with a solvent mixture of ethyl acetate and chloroform-methanol (10:1, v/v), the organic phases were combined, washed with saturated sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure to afford Cbz-(2S,4R)-4-hydroxyprolinol (122.06 g, 86% yield), the product was a pale yellow oil, which could be used for subsequent reactions without further purification.1H-NMR (CDCl3) δ: 1.52-1.81 (m, 3H), 2.06 (m, 1H), 3.40-3.85 and 4.04- 4.61 (m series, total 6H), 5.15 (s, 2H, ArCH2), 7.20-7.44 (m, 5H, Ar).

References

[1] Patent: EP1623975, 2006, A1. Location in patent: Page/Page column 20-21
[2] Heterocycles, 1984, vol. 22, # 12, p. 2735 - 2738
[3] Tetrahedron, 2006, vol. 62, # 10, p. 2321 - 2330
[4] Nucleosides, Nucleotides and Nucleic Acids, 2003, vol. 22, # 5-8, p. 1285 - 1288
[5] Journal of Medicinal Chemistry, 2004, vol. 47, # 5, p. 1161 - 1174

Z-TRANS-4-HYDROXY-L-PROLINOL Preparation Products And Raw materials

Raw materials

Preparation Products

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Z-TRANS-4-HYDROXY-L-PROLINOL Suppliers

Americas 1 CHINA 106 Europe 3 India 3 Japan 1 Switzerland 1 United Kingdom 2 United States 16 Global 133

Shanghai Scochem Technology Co., Ltd.

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China DongFan Chemical Co.,LTD

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Sci General Material & Chemical Ltd

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Chengdu HappySyn Pharmaceutical Technology Co., Ltd.

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Shanghai Topbiochem Technology Co., Ltd

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View Lastest Price from Z-TRANS-4-HYDROXY-L-PROLINOL manufacturers

Huida Pharmaceutical Technology (Shanghai) Co., Ltd.

Product: Z-TRANS-4-HYDROXY-L-PROLINOL 95687-41-5
Price: US $0.00-0.00/kg
Min. Order: 0.1kg
Purity: 98%
Supply Ability: 100kg
Release date: 2023-03-13

Career Henan Chemical Co

Product: Z-TRANS-4-HYDROXY-L-PROLINOL 95687-41-5
Price: US $20.00/KG
Min. Order: 20KG
Purity: 98%
Supply Ability: 20kg
Release date: 2018-07-30

95687-41-5, Z-TRANS-4-HYDROXY-L-PROLINOLRelated Search:

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Trans-N-benzyloxycarbonyl-4-hydroxy-2-hydroxymethylpyrrolidine

Z-Hyp-Ol

Benzyl (2S,4R)-4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate

4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylic acid

trans-Benzyl 4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate

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TRANS-N-CBZ-4-HYDROXY-L-PROLINOL

CBZ-TRANS-4-HYDROXY-L-PROLINOL

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1-CBZ-TRANS-4-HYDROXY-L-PROLINOL

N-CBZ-TRANS-4-HYDROXY-L-PROLINOL

trans-N-BenzyL

-4-hydroxy-2-hydroxymethyL

(2S,4R)-4-Hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylic Acid Benzyl Ester

N-Benzyloxycarbonyl-trans-4-hydroxy-L-prolinol

Z-TRANS-4-HYDROXY-L-PROLINOL USP/EP/BP

1-Cbz-4-hydroxy-L-prolinol

Z-trans-4-Hydroxy-L-prolinol,90%

Z-<i>trans</i>-4-Hydroxy-<sc>L</sc>-prolinol

95687-41-5

Amino Alcohols

Peptide Synthesis

Amino Acid Derivatives