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N-Boc-1-aminocyclobutanecarboxylic acid

N-Boc-1-aminocyclobutanecarboxylic acid structure

CAS No:
120728-10-1
Formula:
C10H17NO4
Chemical Name:
N-Boc-1-aminocyclobutanecarboxylic acid
Synonyms:
N-BOC-1-AMINOCYCLOBUTANE CARBOXYLIC ACID;1-AMINOCYCLOBUTYL-1-CARBOXYLIC ACID, N-BOC PROTECTED;1-(BOC-AMINO)CYCLOBUTANECARBOXYLIC ACID;1-N-BOC-AMINO-CYCLOBUTANE CARBOXYLIC ACID;1-(TERT-BUTYLOXYCARBONYL-AMINO)-CYCLOBUTYL-1-CARBOXYLIC ACID;1-TERT-BUTOXYCARBONYLAMINO-CYCLOBUTANECARBOXYLIC ACID;1-(T-BUTYLOXYCARBONYL-AMINO)-CYCLOBUTYL-1-CARBOXYLIC ACID;BOC-AC4C-OH
Categories:
Pharmaceutical Intermediates > Antivirals

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N-Boc-1-aminocyclobutanecarboxylic acid Basic Attributes

Molecular Weight：

215.25

Exact Mass：

215.115753

DSSTox ID：

DTXSID00363748

HScode：

29242990

Characteristics

PSA：

75.6

XLogP3：

1.2

Appearance：

White to light brown Powder

Density：

1.18±0.1 g/cm3(Predicted)

Melting Point：

129-133 °C(lit.)

Boiling Point：

362.1±21.0 °C(Predicted)

Flash Point：

172.8±22.1 °C

Refractive Index：

1.500

Storage Conditions：

2-8°C

Vapor Pressure：

3.16E-06mmHg at 25°C

Safety Information

Hazard category：

IRRITANT

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

safety instructions：

Marks：

Precautionary statement(s)：

P305 + P351 + P338

Hazard Statements：

H302-H319

GHS Classification：

|Warning|H302 (89.13%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P280, P301+P312, P305+P351+P338, P330, P337+P313, and P501|Aggregated GHS information provided by 46 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

N-Boc-1-aminocyclobutanecarboxylic acid Use and Manufacturing

To a stirred solution of 1-aminocyclobutane-1-carboxylic acid (2 g, 17 mmol) in 1, 4- dioxane: HTo a stirred solution of 1-aminocyclobutane-l-carboxylic acid (30 g, 139.53 mmol, 1.0 eq) in 1, 4-dioxane (300 ml) at 0 °C was added 2N NaOH solution (300 ml) followed by (Boc)Stage 1. 1 -[(tert-Butoxycarbonyl)am ino]cyclobutanecarboxyl ic acid To a solution of 1-amino-1-cyclobutane carboxylic acid (2.92 g, 25.4 mmol), NaOH (3.04 g, 76.2 mmol), THF (100 mL) and water (100 mL) at RT was added d-tert-buty dcarbonate (8.30 g, 38.1 rnmoD and the reaction was strred for 24 hrs, The reacUon mixture was acdfled to pH5 usng 2M HC and the mixture was extracted w[th EtOAc (2x 200 mL). The cornbned organcs were dried over MgSO4, ifitered and concentrated in vacuo to give the tWe compound as a whfte sod (1.05 g, 19percent). LCMS: m/z 238 [M+Hj.Intermediate 68 1-({[(1, 1-dimethylethyl)oxy]carbonyl}amino)cyclobutanecarboxylic acid [0684] [0685] To a solution of 1-aminocyclobutanecarboxylic acid (626 mg, 5.44 mmol) in 5.6 ml of 1 M aqueous sodium hydroxide and 4 ml of methanol was added Boc-anhydride (1.425 g, 6.53 mmol) at 0° C. The reaction mixture was warmed to room temperature and stirred for 12 hours. After most of the methanol was evaporated, the solution was acidified to pH 2 with 1 M HCl and extracted with ethyl acetate. The organic extracts were combined and washed with brine. Evaporation of the solvent afforded the title compound (1.09 g). [0686] Reference Example F-2

Computed Properties

Molecular Weight:215.25
XLogP3:1.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:215.11575802
Monoisotopic Mass:215.11575802
Topological Polar Surface Area:75.6
Heavy Atom Count:15
Complexity:276
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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N-Boc-1-aminocyclobutanecarboxylic acid

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CAS No.: 120728-10-1

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Guide of N-Boc-1-aminocyclobutanecarboxylic acid

Basic Attributes
Characteristics
Safety Information
Use and Manufacturing
Computed Properties
Recommended Suppliers
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N-Boc-1-aminocyclobutanecarboxylic acid

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