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Boc-L-aspartic acid 4-benzyl ester

CAS No.
7536-58-5
Chemical Name:
Boc-L-aspartic acid 4-benzyl ester
Synonyms
BOC-ASP(OBZL)-OH;(S)-4-(Benzyloxy)-2-((tert-butoxycarbonyl)aMino)-4-oxobutanoic acid;BOC-ASP(OBZL);BOC-L-ASP(OBZL)-OH;N-BOC-L-ASPARTIC ACID 4-BENZYL ESTER;BOC-L-ASP(OBZL);3oc-Asp(OBzI)-0H;Boc-Asp(OBzI)-OH;BOC-L-ASP(BZL)-OH;L-Boc-Asp(OBzl)-OH
CBNumber:
CB8673002
Molecular Formula:
C16H21NO6
Molecular Weight:
323.34
MDL Number:
MFCD00065564
MOL File:
7536-58-5.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 03:50:24

Boc-L-aspartic acid 4-benzyl ester Properties

Melting point 98-102 °C(lit.)
alpha -20 º (c=2, DMF)
Boiling point 461.82°C (rough estimate)
Density 1.1728 (rough estimate)
refractive index -20 ° (C=2, DMF)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility almost transparency in N,N-DMF
form Powder
pka 3.65±0.23(Predicted)
color White to off-white
optical activity [α]20/D 20.0±1°, c = 2% in DMF
BRN 2064127
Major Application peptide synthesis
InChI InChI=1S/C16H21NO6/c1-16(2,3)23-15(21)17-12(14(19)20)9-13(18)22-10-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H,17,21)(H,19,20)/t12-/m0/s1
InChIKey SOHLZANWVLCPHK-LBPRGKRZSA-N
SMILES C(O)(=O)[C@H](CC(OCC1=CC=CC=C1)=O)NC(OC(C)(C)C)=O
CAS DataBase Reference 7536-58-5(CAS DataBase Reference)
FDA UNII LQ5UR33F4Q
EPA Substance Registry System N-tert-Butoxycarbonyl-L-aspartic acid .beta.-benzyl ester (7536-58-5)
UNSPSC Code 12352209
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Skull and Crossbones (GHS06)
GHS06
Signal word  Danger
Hazard statements  H301-H311-H331
Precautionary statements  P261-P264-P270-P271-P280-P302+P352-P304+P340-P310-P330-P361-P403+P233-P405-P501
PPE Eyeshields, Gloves, type N95 (US)
Safety Statements  22-24/25
WGK Germany  3
TSCA  TSCA listed
HS Code  2924 29 70
HazardClass  IRRITANT
Storage Class 11 - Combustible Solids
NFPA 704
1
0 0

Boc-L-aspartic acid 4-benzyl ester price More Price(90)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.53045 Boc-Asp(OBzl)-OH Novabiochem? 7536-58-5 25g $52.4 2026-04-30 Buy
Sigma-Aldrich 8.53045 Boc-Asp(OBzl)-OH Novabiochem? 7536-58-5 100g $140 2026-04-30 Buy
Sigma-Aldrich 15386 Boc-Asp(OBzl)-OH ≥99.0% (sum of enantiomers, HPLC) 7536-58-5 5g $43.3 2025-07-31 Buy
Sigma-Aldrich 15386 Boc-Asp(OBzl)-OH ≥99.0% (sum of enantiomers, HPLC) 7536-58-5 25g $96.2 2023-06-20 Buy
TCI Chemical B1628 4-Benzyl N-(tert-Butoxycarbonyl)-L-aspartate >98.0%(T) 7536-58-5 5g $40 2026-04-30 Buy
Product number Packaging Price Buy
8.53045 25g $52.4 Buy
8.53045 100g $140 Buy
15386 5g $43.3 Buy
15386 25g $96.2 Buy
B1628 5g $40 Buy

Boc-L-aspartic acid 4-benzyl ester Chemical Properties, Uses, Production

Chemical Properties

white to off-white powder

Uses

N-[(1,1-Dimethylethoxy)carbonyl]-L-Aspartic acid 4-(Phenylmethyl) Ester is L-Aspartic Acid (A790024) with side chain and N-terminus protected. L-Aspartic Acid is a non-essential amino acid found in food sources.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

Di-tert-butyl dicarbonate

24424-99-5

L-Aspartic acid 4-benzyl ester

2177-63-1

Boc-L-aspartic acid 4-benzyl ester

7536-58-5

The general procedure for the synthesis of (S)-4-(benzyloxy)-2-((tert-butoxycarbonyl)amino)-4-oxobutanoic acid from di-tert-butyl dicarbonate and L-aspartic acid-4-benzyl ester is as follows: in a round-bottomed flask, L-aspartic acid-4-benzyl ester (79.7 g, 357 mmol), sodium bicarbonate (60 g, 714.2 mmol), water (700 mL), and tetrahydrofuran (550 mL). The reaction system was cooled to 0 °C, followed by the slow addition of di-tert-butyl dicarbonate (105 g, 481 mmol) to the reaction vial. After the dropwise addition, the reaction was kept at 0 °C for half an hour, then slowly warmed up to room temperature and continued stirring for 12 hours. After completion of the reaction, tetrahydrofuran was removed by distillation under reduced pressure. The aqueous phase was washed with ethyl acetate (20 mL), followed by adjusting the pH with 10% aqueous citric acid (10 mL) to 1. The aqueous phase was extracted with ethyl acetate (200 mL x 2) and the organic phases were combined. The organic phase was washed sequentially with saturated saline (100 mL × 2) and dried over anhydrous sodium sulfate. After filtration, the solvent was evaporated under reduced pressure to give a white solid product (104 g, 90% yield).

References

[1] Patent: CN106866502, 2017, A. Location in patent: Paragraph 0230-0234
[2] Organic Syntheses, 1985, vol. 63, p. 160 - 160
[3] Tetrahedron Letters, 1991, vol. 32, # 45, p. 6637 - 6640
[4] Asian Journal of Chemistry, 2014, vol. 26, # 19, p. 6541 - 6548
[5] Journal of the American Chemical Society, 2004, vol. 126, # 42, p. 13612 - 13613

24424-99-5
2177-63-1
7536-58-5
Synthesis of Boc-L-aspartic acid 4-benzyl ester from Di-tert-butyl dicarbonate and L-Aspartic acid 4-benzyl ester
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View Latest Price from Boc-L-aspartic acid 4-benzyl ester manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Boc-Asp(OBzl)-OH pictures 2026-08-08 Boc-Asp(OBzl)-OH
7536-58-5
1Box 99% 200kg Hangzhou ICH Biofarm Co., Ltd
Boc-L-aspartic acid 4-benzyl ester pictures 2026-05-09 Boc-L-aspartic acid 4-benzyl ester
7536-58-5
$29.00 99.78% 10g TargetMol Chemicals Inc.
Boc-L-aspartic acid 4-benzyl ester pictures 2025-06-25 Boc-L-aspartic acid 4-benzyl ester
7536-58-5
$1.10 1g 99.0% min 100 tons min Shaanxi Dideu Medichem Co. Ltd
TBOC-L-ASPARTIC ACID (OBZL) T-BUTYLOXYCARBONYL-L-ASPARTIC ACID BETA-BENZYL ESTER N-BOC-L-ASPARTIC ACID 4-BENZYL ESTER N-ALPHA-TERT-BUTYLOXYCARBONYL-L-ASPARTIC ACID BETA-BENZYL ESTER N-ALPHA-T-BOC-L-ASPARTIC ACID BETA-BENZYL ESTER N-ALPHA-T-BOC-L-ASPARTIC-BETA-BENZYL ESTER N-ALPHA-T-BUTOXYCARBONYL-L-ASPARTIC ACID BETA-BENZYL ESTER N-T-BUTOXYCARBONYL-L-ASPARTIC ACID BETA-BENZYL ESTER N-T-BOC-L-ASPARTIC ACID BETA-BENZYL ESTER N-TERT-BUTOXYCARBONYL-L-ASPARTIC ACID BETA-BENZYL ESTER N-(TERT-BUTOXYCARBONYL)-L-ASPARTIC ACID 4-BENZYL ESTER L-Aspartic Acid-15N-β-Benzyl Ester-N-t-BOC n-tert-butoxycarbonyl-l-aspartic acid á-benzyl ester BOC-L-ASPARTICCACID4-BENZYLESTER t-butyloxycarbonylaspartic acid alpha-benzyl ester n-[(1,1-dimethylethoxy)carbonyl]-l-aspartic acid 4-(phenylmethyl) ester N-BOC-L-ASPARTIC ACID SS-BENZYL ESTER N-ALPHA-T-BUTYLOXYCARBONYL-L-ASPARTIC ACID BETA-BENZYL ESTER NALPHA-tert-Butoxycarbonyl-L-aspartic acid B-benzyl ester L-Aspartic Acid-N-t-BOC,β-Benzyl Ester-UL-13C4, 15N Boc-L-aspartic acid 4-benzyl ester, N-(tert-Butoxycarbonyl)-L-aspartic acid 4-benzyl ester N-Boc-L-aspartic acid ~-benzyl ester, 98% (2S)-2-(tert-Butoxycarbonylamino)succinic acid 4-benzyl ester (S)-2-(tert-Butoxycarbonylamino)succinic acid 4-benzyl ester N-(tert-Butoxycarbonyl)-O-benzyl-4-oxo-L-homoserine N-(tert-Butyloxycarbonyl)-L-aspartic acid 4-benzyl ester Na-t-BOC-L-aspartic Acid -Benzyl Ester Aspartic acid, N-carboxy-, 4-benzyl N-tert-butyl ester, L- L-Aspartic acid, N-[(1,1-dimethylethoxy)carbonyl]-, 4-(phenylmethyl) ester N-(tert-Butyloxycarbonyl)-L-aspartic acid b-benzyl ester N-(tert-Butoxycarbonyl)-L-aspartic acid 4-benzyl ester ,99% n-[(1,1-dimethylethoxy)carbonyl]-l-asparticaci4-(phenylmethyl)ester 4-BENZYL N-BOC-L-ASPARTATE 4-BENZYL N-(TERT-BUTOXYCARBONYL)-L-ASPARTATE (2S)-4-(BENZYLOXY)-2-[(TERT-BUTOXYCARBONYL)AMINO]-4-OXOBUTANOIC ACID BOC-L-ASPARTIC ACID 4-BENZYL ESTER BOC-L-ASPARTIC ACID B-BENZYL ESTER BOC-L-ASPARTIC ACID (OBZL) BOC-L-ASPARTIC ACID BETA-BENZYL ESTER BOC-L-ASP(BZL)-OH BOC-L-ASP(OBZL) BOC-ASPARTIC ACID(OBZL)-OH BOC-ASP(OBZL) BOC-ASPARTIC ACID BETA-BENZYL ESTER BOC-BETA-BENZYLESTER L-ASPARTIC ACID 4-benzyl hydrogen N-(tert-butoxycarbonyl)-L-aspartate N-Boc-L-aspartic acid b-benzyl ester D2001Boc-Asp(Obzl)-Oh N-tert-Butoxycarbonyl-L-aspartic acid beta-benzyl ester,98% BOC-L-Aspartic acid 4-benzylester, 99+% L-Aspartic Acid-15N-|beta|-Benzyl Ester-N-t-BOC L-Aspartic Acid-N-t-BOC,|beta|-Benzyl Ester-UL-13C4, 15N n-boc-l-aspartic acid á-benzyl ester L-ASPARTIC ACID-N-FMOC L-ASPARTIC ACID-N-T-BOC, B-BZ ESTER L-ASPARTIC ACID-N-T-BOC, BETA-BZ ESTER L-Boc-Asp(OBzl)-OH 4-Benzyl N-Boc-L-aspartate N-Boc-L-aspartic Acid 4-Benzyl Ester N-(tert-Butoxycarbonyl)-L-aspartic Acid 4-Benzyl Ester Boc-Asp(OBzl)-OH