ChemicalBook > CAS DataBase List > (S)-3-AMINO-2-CBZ-AMINO-PROPIONIC ACID TERT-BUTYL ESTER

(S)-3-AMINO-2-CBZ-AMINO-PROPIONIC ACID TERT-BUTYL ESTER

Product Name
(S)-3-AMINO-2-CBZ-AMINO-PROPIONIC ACID TERT-BUTYL ESTER
CAS No.
77215-55-5
Chemical Name
(S)-3-AMINO-2-CBZ-AMINO-PROPIONIC ACID TERT-BUTYL ESTER
Synonyms
Z-DAP-OTBU;3-Amino-N-Cbz-L-alanine tert-butyl ester;tert-Butyl (S)-2-(Cbz-amino)-3-aminopropanoate;(S)-3-Amino-2-Cbz-amino-propionic acid tert-butyl;(S)-3-AMINO-2-CBZ-AMINO-PROPIONIC ACID TERT-BUTYL ESTER;N-α-Carbobenzoxy-L-α,β-diaminopropionic acid t-butyl ester;tert-butyl (S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoate;(S)-tert-Butyl 3-amino-2-(((benzyloxy)carbonyl)amino)propanoate;tert-butyl (2S)-3-amino-2-{[(benzyloxy)carbonyl]amino}propanoate;tert-butyl (2S)-3-amino-2-(phenylmethoxycarbonylamino)propanoate
CBNumber
CB51519571
Molecular Formula
C15H22N2O4
Formula Weight
294.35
MOL File
77215-55-5.mol
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(S)-3-AMINO-2-CBZ-AMINO-PROPIONIC ACID TERT-BUTYL ESTER Property

Boiling point:
444.3±45.0 °C(Predicted)
Density 
1.142±0.06 g/cm3(Predicted)
storage temp. 
2-8°C(protect from light)
pka
10.57±0.46(Predicted)
Appearance
White to off-white Solid
InChI
InChI=1S/C15H22N2O4/c1-15(2,3)21-13(18)12(9-16)17-14(19)20-10-11-7-5-4-6-8-11/h4-8,12H,9-10,16H2,1-3H3,(H,17,19)/t12-/m0/s1
InChIKey
GUTOOFAUODQZRP-LBPRGKRZSA-N
SMILES
C(OC(C)(C)C)(=O)[C@H](CN)NC(OCC1=CC=CC=C1)=O
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Safety

HazardClass 
IRRITANT
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Activate Scientific
Product number
AS116977
Product name
(S)-tert-Butyl 3-amino-2-(((benzyloxy)carbonyl)amino)propanoate
Purity
97+% ee
Packaging
250mg
Price
$125
Updated
2021/12/16
AK Scientific
Product number
1296AL
Product name
(S)-3-Amino-2-cbz-amino-propionicacidtert-butylester
Packaging
1g
Price
$465
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CCH0001373
Product name
(S)-3-AMINO-2-CBZ-AMINO-PROPIONIC ACID TERT-BUTYL ESTER
Purity
95.00%
Packaging
0.25G
Price
$251
Updated
2021/12/16
Activate Scientific
Product number
AS116977
Product name
(S)-tert-Butyl 3-amino-2-(((benzyloxy)carbonyl)amino)propanoate
Purity
97+% ee
Packaging
1g
Price
$259
Updated
2021/12/16
Activate Scientific
Product number
AS116977
Product name
(S)-tert-Butyl 3-amino-2-(((benzyloxy)carbonyl)amino)propanoate
Purity
97+% ee
Packaging
5G
Price
$759
Updated
2021/12/16
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(S)-3-AMINO-2-CBZ-AMINO-PROPIONIC ACID TERT-BUTYL ESTER Chemical Properties,Usage,Production

Synthesis

35761-26-3

115-11-7

77215-55-5

GENERAL STEPS: Part F. Synthesis of tert-butyl 2(S)-benzyloxycarbonylamino-3-aminopropionate. Dioxane (120 mL) was added to a Parr flask cooled on dry ice, followed by the slow addition of H2SO4 (8 mL). Next, N(α)-Z-L-2,3-diaminopropionic acid (6.88 g, 28.8 mmol) and pre-cooled isobutene (130 mL, excess) were added. The reaction mixture in the Parr vial was shaken at room temperature for 70 hours. Upon completion of the reaction, unreacted isobutene was removed under reduced pressure. The reaction mixture was slowly poured into an ice-water bath cooled NaOH solution (containing 17.4 g NaOH and 400 mL of ether) while stirring vigorously. The ether layer was separated and the aqueous layer was further extracted with ether. All ether layers were combined and washed twice with 1N NaOH solution and subsequently dried with Na2SO4. The dried ether solution was concentrated to give a solid product (6.3 g, 75% yield). The product was characterized by 1H NMR (300 MHz) and mass spectrometry (NH3-Cl): 1H NMR δ 1.44 (s, 9H), 3.10 (m, 2H), 4.26 (m, 1H), 5.12 (s, 2H), 5.80 (d, 1H), 7.36 (m, 5H); MS (NH3-Cl) calculated value (M + 1)+: 293. Measured value: 293.

References

[1] Journal of Labelled Compounds and Radiopharmaceuticals, 1998, vol. 41, # 4, p. 273 - 277
[2] Patent: US6153628, 2000, A
[3] Journal of Medicinal Chemistry, 2001, vol. 44, # 8, p. 1158 - 1176
[4] European Journal of Medicinal Chemistry, 1987, vol. 22, p. 179 - 186
[5] Bioorganic and Medicinal Chemistry Letters, 1996, vol. 6, # 12, p. 1415 - 1420

(S)-3-AMINO-2-CBZ-AMINO-PROPIONIC ACID TERT-BUTYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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(S)-3-AMINO-2-CBZ-AMINO-PROPIONIC ACID TERT-BUTYL ESTER Suppliers

Chengdu DingDang Pharmaceutical Co., Ltd.
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028-86040038 13980902949;
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028-85149890
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market@dingdangchem.com
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China
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Changzhou Xichenxi Biotechnology Co., Ltd
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13000000000
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J & K SCIENTIFIC LTD.
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Wuhan Chemwish Technology Co., Ltd
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Shanghai Hanhong Scientific Co.,Ltd.
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Bide Pharmatech Ltd.
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+86-21-61629029
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Sichuan Ampebiochem Co., Ltd.
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Hangzhou Milestone Pharmtech Co., Ltd.
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0571-82896630 18969958410
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Wuhan Chemwish Technology Co., Ltd
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027-67849912
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Shanghai GL Peptide Ltd.
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+86-21-61263340; 17609490614 13764994101
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77215-55-5, (S)-3-AMINO-2-CBZ-AMINO-PROPIONIC ACID TERT-BUTYL ESTERRelated Search:


  • (S)-3-Amino-2-Cbz-amino-propionic acid tert-butyl
  • (S)-3-Amino-2-benzyloxycarbonylamino-propionic acid tert-butyl ester
  • (S)-3-AMINO-2-CBZ-AMINO-PROPIONIC ACID TERT-BUTYL ESTER
  • (S)-tert-Butyl 3-amino-2-(((benzyloxy)carbonyl)amino)propanoate
  • tert-butyl (2S)-3-amino-2-(phenylmethoxycarbonylamino)propanoate
  • (S)-tert-butyl 3-amino-2-(((benzyloxy)carbonyl)amino)propanoate(WXC08558)
  • Z-DAP-OTBU
  • tert-butyl (2S)-3-amino-2-{[(benzyloxy)carbonyl]amino}propanoate
  • L-Alanine, 3-amino-N-[(phenylmethoxy)carbonyl]-, 1,1-dimethylethyl ester
  • tert-butyl (S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoate
  • N-α-Carbobenzoxy-L-α,β-diaminopropionic acid t-butyl ester
  • tert-Butyl (S)-2-(Cbz-amino)-3-aminopropanoate
  • 3-Amino-N-Cbz-L-alanine tert-butyl ester
  • 77215-55-5