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Z-ASP(OME)-OH

Z-ASP(OME)-OH structure

CAS No:
3160-47-2
Formula:
C13H15NO6
Chemical Name:
Z-ASP(OME)-OH
Synonyms:
Z-ASP(OME)-OH;CBZ-ASP(OME)-OH;Z-ASPARTICACID(OME)-OH;Z-L-ASPARTICACIDB-METHYLESTER;Z-L-ASPARTICACID4-METHYLESTER;CBZ-L-ASPARTICACID4-METHYLESTER;Z-L-ASPARTICACIDBETA-METHYLESTER;N-cbz-L-asparticacidB-methylester;CBZ-L-ASPARTICACIDBETAMETHYLESTER;N-CBZ-L-ASPARTICACIDBETA-METHYLESTER
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

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Description

White powder

Z-ASP(OME)-OH Basic Attributes

Molecular Weight：

281.26

Exact Mass：

281.089935

HScode：

29242990

Characteristics

PSA：

102

XLogP3：

0.9

Density：

1.3±0.1 g/cm3

Melting Point：

98 °C

Boiling Point：

503.6°C at 760 mmHg

Flash Point：

258.3±30.1 °C

Refractive Index：

1.540

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

safety instructions：

S22-S24/25

Z-ASP(OME)-OH Use and Manufacturing

30.5 g (207 mmol) of (S)-2-amino-4-methoxy-4-oxobutanoic acid obtained in Step 1-2(1) was dissolved in 726 mL of distilled water, and 260 mL of diethyl ether was added thereto. 40.15 g (290 mmol) of potassium carbonate was added and dissolved, and then 41.5 mL (290 mmol) of benzyl chloroformate was added thereto. The mixture was stirred at room temperature for 4 hours. After phase-separation, the organic layer was discarded. The aqueous layer was washed with diethyl ether several times, and was adjusted to pH 1 with 1 N hydrochloric acid. The aqueous layer was extracted with diethyl ether several times, dried over magnesium sulfate, and concentrated under vacuum to give 55 g of the title compound (yield: 94percent). This is a known compound. Goodman, Murray; Boardman, Franklin; J. Amer. Chem. Soc. 1963, 85, 2483-90. The crude compound 4-9 (9.8 g, 53 mmol) was dissolved in water (115 mL) and dioxane (53 mL), and cooled to 0 °C. Na2CO3 (5.6 g, 53 mmol) was added, followed by benzyl chloroformate (9.1 g, 53.4 mmol) in dioxane (63 mL) dropwise over 3 h. The reaction mixturewas stirred at ambient temperature overnight. The solution was washed with ethyl acetate (3 x 50 mL). The aqueous layer was acidified to pH 2 with 6 M HC1. The product was extracted with ethyl acetate (2 x 50 mL). The combined organic extracts were washed with brine (50 mL), dried over Na2 SO4 and the solvent was evaporated under reduced pressure. The crude compound was passed through a short pad of silica gel using ethyl acetate and concentrated to providecompound 4-10 as a semi-solid (78percent).L-Aspartic acid (10.0 g, 75.1 mmol) was added to MeOH (50 mL) and cooled to -30 °C. SOCl

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China Most Professional Factory Supply High Quality N-ALPHA-CARBOBENZOXY-L-ASPARATIC ACID BETA-METHYL ESTER CAS 3160-47-2

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Grade: Pharmaceutical Grade

Content: 99%

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N-Benzyloxycarbonyl-L-aspartic acid 4-methyl ester

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