ChemicalBook > CAS DataBase List > Boc-Thr(Bzl)-OH

Boc-Thr(Bzl)-OH

Product Name
Boc-Thr(Bzl)-OH
CAS No.
15260-10-3
Chemical Name
Boc-Thr(Bzl)-OH
Synonyms
PLIT-017;BOC-THR-OH;BOC-L-THR-OH;BOC-THR(BZL);BOC-THREONINE;BOC-L-THR(BZL);BOC-THR(BZL)-OH;Bor-Thr(Bz1)-OH;BOC-Thr (Obzl) OH;BOC-L-THR(BZL)-OH
CBNumber
CB8164096
Molecular Formula
C16H23NO5
Formula Weight
309.36
MOL File
15260-10-3.mol
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Boc-Thr(Bzl)-OH Property

Melting point:
80-82 °C(lit.)
alpha 
22 º (c=2 in 95% ethanol)
Boiling point:
461.5±45.0 °C(Predicted)
Density 
1.152±0.06 g/cm3(Predicted)
refractive index 
16.5 ° (C=1, MeOH)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
pka
3.50±0.10(Predicted)
form 
powder to crystal
color 
White to Almost white
optical activity
[α]20/D +16.5±1°, c = 1% in methanol
BRN 
3065591
InChI
InChI=1S/C16H23NO5/c1-11(21-10-12-8-6-5-7-9-12)13(14(18)19)17-15(20)22-16(2,3)4/h5-9,11,13H,10H2,1-4H3,(H,17,20)(H,18,19)/t11-,13+/m1/s1
InChIKey
CTXPLTPDOISPTE-YPMHNXCESA-N
SMILES
C(O)(=O)[C@H]([C@H](OCC1=CC=CC=C1)C)NC(OC(C)(C)C)=O
CAS DataBase Reference
15260-10-3(CAS DataBase Reference)
EPA Substance Registry System
L-Threonine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)- (15260-10-3)
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
TSCA 
Yes
HS Code 
2924 29 70
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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.

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

Sigma-Aldrich
Product number
8.53004
Product name
Boc-Thr(Bzl)-OH
Purity
Novabiochem?
Packaging
25g
Price
$182
Updated
2025/07/31
Sigma-Aldrich
Product number
8.53004
Product name
Boc-Thr(Bzl)-OH
Purity
Novabiochem?
Packaging
100g
Price
$566
Updated
2025/07/31
Sigma-Aldrich
Product number
8.53004
Product name
Boc-Thr(Bzl)-OH
Purity
Novabiochem<SUP>&#174;</SUP>
Packaging
1 kg
Price
$2270
Updated
2025/07/31
Sigma-Aldrich
Product number
8.53004
Product name
Boc-Thr(Bzl)-OH
Purity
Novabiochem<SUP>&#174;</SUP>
Packaging
1 kg
Price
$2270
Updated
2025/07/31
Sigma-Aldrich
Product number
15405
Product name
Boc-Thr(Bzl)-OH
Purity
≥99.0% (T)
Packaging
5g
Price
$69
Updated
2022/05/15
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Boc-Thr(Bzl)-OH Chemical Properties,Usage,Production

Chemical Properties

White crystalline

Uses

Boc-O-benzyl-L-threonine, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.

Application

Boc-Thr(Bzl)-OH is a standard building block for introduction of threonine amino-acid residues by Boc SPPS.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

2592-18-9

100-39-0

15260-10-3

To a stirred solution of (2S,3R)-2-((tert-butoxycarbonyl)amino)-3-hydroxybutanoic acid (250 g, 1.44 mol) in DMF (1 L) was added 60% sodium hydride (68 g, 2.85 mol) in batches at -20 °C and protected by nitrogen and stirring was continued for 2 hours. Subsequently, benzyl bromide (167 mL, 1.36 mol) was slowly added dropwise and the reaction mixture was continued to be stirred at room temperature for 3 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming complete consumption of the raw materials, the reaction was quenched with ice water and subsequently washed with ether (2 x 250 mL). The aqueous layer was separated and the pH was adjusted to about 2 with citric acid solution, followed by extraction with ethyl acetate (2 x 300 mL). The organic layers were combined, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford (2S,3R)-3-(benzyloxy)-2-((tert-butoxycarbonyl)amino)butanoic acid (320 g, 90% yield) as a thick paste.1H-NMR (500 MHz, DMSO-d6) data: δ 12.64 (broad single peak, 1H), 7.34-7.25 (multiple peaks, 5H), and 6.46 (double peak, J=8.5Hz, 1H), 4.53 (double peak, J=11.5Hz, 1H), 4.39 (double peak, J=12.0Hz, 1H), 4.00-3.98 (multiple peaks, 2H), 1.39 (single peak, 9H), 1.15 (double peak, J=6.0Hz, 3H).

References

[1] Patent: WO2018/26763, 2018, A1. Location in patent: Page/Page column 63
[2] Patent: WO2014/120786, 2014, A1. Location in patent: Paragraph 0101
[3] Patent: WO2014/120783, 2014, A1. Location in patent: Paragraph 0093
[4] Patent: WO2017/195069, 2017, A1. Location in patent: Page/Page column 66
[5] Bulletin of the Chemical Society of Japan, 1995, vol. 68, # 5, p. 1369 - 1377

Boc-Thr(Bzl)-OH Preparation Products And Raw materials

Raw materials

L-Threonine 1,4-Dioxane

Preparation Products

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Boc-Thr(Bzl)-OH Suppliers

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View Lastest Price from Boc-Thr(Bzl)-OH manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Boc-Thr(Bzl)-OH 15260-10-3
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
500kgs
Release date
2021-09-23
Sichuan HongRi Pharma-Tech Co.,Ltd
Product
Boc-L-Thr(Bzl)-OH 15260-10-3
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1T+
Release date
2023-09-27
Hebei Zhanyao Biotechnology Co. Ltd
Product
Boc-O-Benzyl-L-Threonine 15260-10-3
Price
US $10.00/KG
Min. Order
1Kg/Bag
Purity
99%
Supply Ability
20 Tons
Release date
2021-12-14

15260-10-3, Boc-Thr(Bzl)-OHRelated Search:

tert-Butyl peroxyacetate tert-Butanol L-Threonine Benzyl chloride Benzyl benzoate Benzyl alcohol Benzyl isocyanate Benzyl nicotinate Benzyl N-tert-Butyloxycarbonyl-N-methyl-O-benzyl-L-threonine N-ALPHA-T-BOC-O-BENZYL-D-THREONINE / (2R,3S),N-ALPHA-T-BOC-O-BENZYL-D-THREONINE,BOC-O-BENZYL-D-THREONINE Boc-L-Threonine BOC-THR(P-CHLORO-BZL)-OH DCHA BOC-L-THR(BZL)-O-CH2-PHI-CH2-COOH DCHA BOC-O-BENZYL-L-THREONINE N-CARBOXY ANHYDRIDE BOC-O-BENZYL-L-THREONINE P-NITROPHENYL ESTER,BOC-O-BENZYL-L-THREONINE 4-NITROPHENYL ESTER BOC-THR(BZL)-OSU BOC-O-BENZYL-D-THREONINE 4-OXYMETHYLPHENYLACETAMIDOMETHYL RESIN,BOC-O-BENZYL-D-THREONINE MERRIFIELD RESIN

  • BOC-THR-OH
  • BOC-THR(BZL)-OH
  • Butoxacarbonylbenzylthreonine
  • Butoxycarbonylbenzylthreonine
  • N-T-boc-O-benzyl-L-threonine*crystalline
  • O-benzyl-N-tert-butoxycarbonyl-L-threonine
  • N-ALPHA-T-BUTYLOXYCARBONYL-O-BENZYL-L-THREONINE
  • NALPHA-tert-Butoxycarbonyl-O-benzyl-L-threonine
  • BOC-Thr (Obzl) OH
  • (2S,3R)-3-(benzyloxy)-2-((tert-butoxycarbonyl)aMino)butanoic acid
  • (2S,3R)-2-[(2-Methylpropan-2-yl)oxycarbonylamino]-3-(phenylmethoxy)butanoic acid
  • L-Threonine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-
  • Boc-O-Bzl-L-Thr-OH
  • N-(tert-Butyloxycarbonyl)-O-benzyl-L-threonine
  • N-[(1,1-Dimethylethoxy)carbonyl]-O-(phenylmethyl)-L-threonine
  • Boc-O-benzyl-L-threonine, N-(tert-Butoxycarbonyl)-O-benzyl-L-threonine
  • Boc-O-Benzyl-L-threo
  • N-Boc-O-benzyl-L-threonine Boc-Thr(Bzl)-OH
  • Bor-Thr(Bz1)-OH
  • 2-[[(2-methylpropan-2-yl)oxy-oxomethyl]amino]-3-phenylmethoxybutanoate
  • n-[(1,1-dimethylethoxy)carbonyl]-o-(phenylmethyl)-l-threonin
  • TBOC-L-THREONINE (BZL)
  • T-BUTYLOXYCARBONYL-O-BENZYL-L-THREONINE
  • N-T-BUTOXYCARBONYL-L-THREONINE
  • N-T-BUTOXYCARBONYL-O-BENZYL-L-THREONINE
  • N-TERT-BUTOXACARBONYL-O-BENZYL-L-THREONINE
  • N-TERT-BUTYLOXYCARBONYL-L-THREONINE
  • N-(TERT-BUTOXYCARBONYL)-P-THREONINE
  • N-(TERT-BUTOXYCARBONYL)-O-BENZYL-L-THREONINE
  • N-ALPHA-TERT-BUTYLOXYCARBONYL-O-BENZYL-L-THREONINE
  • N-ALPHA-TERT-BUTYLOXYCARBONYL-L-THREONINE
  • N-ALPHA-TERT-BOC-O-BENZYL-L-THREONINE
  • N-ALPHA-T-BUTOXYCARBONYL-L-THREONINE
  • N-ALPHA-T-BUTOXYCARBONYL-O-BENZYL-L-THREONINE
  • N-ALPHA-T-BOC-L-THREONINE
  • N-ALPHA-T-BOC-O-BENZYL-L-THREONINE
  • N-BOC-O-BENZYL-L-THREONINE
  • BOC-L-THREONINE-OH
  • BOC-L-THR-OH
  • BOC-L-THREONINE (BZL)
  • BOC-L-THR(BZL)-OH
  • BOC-L-THR(BZL)
  • BOC-O-BENZYL-L-THREONINE
  • BOC-THR(BZL)
  • BOC-THREONINE
  • BOC-THREONINE(BZL)-OH
  • Boc-O-benzyl-L-threonine≥ 99% (HPLC)
  • (Tert-Butoxy)Carbonyl Thr(Bzl)-OH
  • PLIT-017
  • N-(tert-Butoxycarbonyl)-O-benzyl-L-threonine &gt
  • (2S,3R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylmethoxybutanoicaci
  • Boc-O-Benzyl-L-threonine USP/EP/BP
  • N-tert-Butoxycarbonyl-O-benzylthreonine
  • 15260-10-3
  • C16H23NO5
  • CH3CHOCH2C6H5CHCOOHNHCOOCCH33
  • Amino Acid Derivatives
  • Boc-Amino Acids