ChemicalBook > CAS DataBase List > Boc-L-aspartic acid 4-tert-butyl ester

Boc-L-aspartic acid 4-tert-butyl ester

Product Name
Boc-L-aspartic acid 4-tert-butyl ester
CAS No.
1676-90-0
Chemical Name
Boc-L-aspartic acid 4-tert-butyl ester
Synonyms
BOC-ASP(OTBU)-OH;BOC-L-ASP(TBU)-OH;BOC-ASP(OBUT)-OH;BOC-L-ASP(OTBU)-OH;L-BOC-ASP(OTBU)-OH;Boc-L-Asp(OtBu)-0H;Boc-L-Asp(Otbu)-OH >98%;BOC-ASPARTIC ACID(OTBU)-OH;4-tert-Butyl N-Boc-L-aspartate;(Tert-Butoxy)Carbonyl Asp(OtBu)-OH
CBNumber
CB5485550
Molecular Formula
C13H23NO6
Formula Weight
289.32
MOL File
1676-90-0.mol
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Boc-L-aspartic acid 4-tert-butyl ester Property

Melting point:
64-67 °C
alpha 
2 º (c=1% in MeOH)
Boiling point:
432.6±40.0 °C(Predicted)
Density 
1.139±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Soluble in methanol and dimethyl sulfoxide.
form 
Powder
pka
3.69±0.23(Predicted)
color 
White
optical activity
[α]20/D +2.0±0.4°, c = 1% in methanol
BRN 
2336144
InChI
InChI=1S/C13H23NO6/c1-12(2,3)19-9(15)7-8(10(16)17)14-11(18)20-13(4,5)6/h8H,7H2,1-6H3,(H,14,18)(H,16,17)/t8-/m0/s1
InChIKey
PHJDCONJXLIIPW-QMMMGPOBSA-N
SMILES
C(O)(=O)[C@H](CC(OC(C)(C)C)=O)NC(OC(C)(C)C)=O
CAS DataBase Reference
1676-90-0(CAS DataBase Reference)
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Safety

Safety Statements 
24/25
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29241990
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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

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.

P321Specific treatment (see … on this label).

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

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
15429
Product name
Boc-Asp(OtBu)-OH
Purity
≥99.0% (sum of enantiomers, TLC)
Packaging
1g
Price
$93.8
Updated
2025/07/31
Sigma-Aldrich
Product number
15429
Product name
Boc-Asp(OtBu)-OH
Purity
≥99.0% (sum of enantiomers, TLC)
Packaging
5G
Price
$389.9
Updated
2025/07/31
TCI Chemical
Product number
B3935
Product name
4-tert-Butyl N-(tert-Butoxycarbonyl)-L-aspartate
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$26
Updated
2025/07/31
TCI Chemical
Product number
B3935
Product name
4-tert-Butyl N-(tert-Butoxycarbonyl)-L-aspartate
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$126
Updated
2025/07/31
TRC
Product number
B809200
Product name
N-tert-Butyloxycarbonyl-L-asparticAcidβ-tert-ButylEster
Packaging
1g
Price
$65
Updated
2021/12/16
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Boc-L-aspartic acid 4-tert-butyl ester Chemical Properties,Usage,Production

Uses

It is used in the preparation of highly selective thrombin inhibitors. Also used in the preparation of thiopeptides and thioacylating agents.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

24424-99-5

3057-74-7

1676-90-0

2.1. Preparation of Boc-Asp(O-tBu)-NCA (II-a) The method involves the main chain cyclization of a free carboxylic acid in which the amine functional group is protected by Boc. First, (Boc)2-Asp(Ot-Bu)-OH (VII-a) needs to be prepared. The specific steps are as follows: 1. esterify the α-carboxylic acid of Boc-Asp(Ot-Bu)-OH (Va) to benzyl ester (VI-a). 2. reaction with Boc2O in the presence of DMAP to give the bis-Boc-protected amino compound (VII-a). 3. removal of the benzyl ester protecting group by hydrogenation to give (VIII-a). Subsequent steps include cyclization with Vilsmeier salt protected amino acid (VIII-a). The optimum reaction conditions were in acetonitrile with the salt formed from DMF and oxalyl chloride. The final compound (II-a) was obtained in 90% yield.

References

[1] Patent: US2010/16631, 2010, A1. Location in patent: Page/Page column 5-6
[2] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 15, p. 4975 - 4978
[3] Patent: WO2017/24009, 2017, A1. Location in patent: Paragraph 0652
[4] Russian Journal of Bioorganic Chemistry, 1999, vol. 25, # 5, p. 283 - 287
[5] Bioorganicheskaya Khimiya, 1999, vol. 25, # 5, p. 323 - 328

Boc-L-aspartic acid 4-tert-butyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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Boc-L-aspartic acid 4-tert-butyl ester Suppliers

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View Lastest Price from Boc-L-aspartic acid 4-tert-butyl ester manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Boc-Asp(OtBu)-OH 1676-90-0
Price
US $0.00/Kg/Bag
Min. Order
1KG
Purity
98%min
Supply Ability
500kgs
Release date
2021-10-15
Sichuan HongRi Pharma-Tech Co.,Ltd
Product
Boc-L-Asp(Otbu)-OH 1676-90-0
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1T+
Release date
2023-09-22
Honest Joy Holdings Limited
Product
Boc-Asp(otBu)-OH 1676-90-0
Price
US $0.00/KG
Min. Order
1KG
Purity
98.7%
Supply Ability
100 tons
Release date
2022-02-08

1676-90-0, Boc-L-aspartic acid 4-tert-butyl esterRelated Search:

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