(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-hydroxypropanoic acid

• ChemBase ID: 69804
• Molecular Formular: C8H15NO5
• Molecular Mass: 205.2084
• Monoisotopic Mass: 205.09502259
• SMILES: C(=O)([C@@H](NC(=O)OC(C)(C)C)CO)O
• Canonical SMILES: OC[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C8H15NO5/c1-8(2,3)14-7(13)9-5(4-10)6(11)12/h5,10H,4H2,1-3H3,(H,9,13)(H,11,12)/t5-/m0/s1
• InChIKey: FHOAKXBXYSJBGX-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-hydroxypropanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3-hydroxypropanoic acid
• Synonyms: N-Boc-L-serine; N-(tert-Butoxycarbonyl)-L-serine; Boc-L-serine; Boc-Ser-OH; N-α-t-BOC-L-SERINE; N-Boc-L-Serine; Boc-Ser-OH; N-Boc-L-丝氨酸; N-(叔丁氧羰基)-L-丝氨酸; Boc-L-丝氨酸

Database IDs

• CAS Number: 3262-72-4
• EC Number: 221-867-3
• MDL Number: MFCD00037243
• Beilstein Number: 2212252
• PubChem SID: 24862099; 162035529; 24849323
• PubChem CID: 98766

CALCULATED PROPERTIES

• Acid pKa: 3.7772732
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.8576726
• LogD (pH = 7.4): -3.4061964
• Log P: -0.1335239
• Molar Refractivity: 46.914 cm^3
• Polarizability: 18.691622 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 90-91°C dec.; 91 °C (dec.)(lit.)
• Optical Rotation: [α]20/D -3.5±0.5°, c = 2% in acetic acid; [α]20/D -3°, c = 2 in acetic acid; -3.5 (c=2 in acetic acid)

Safety Information

• Storage Condition: 0°C
• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥99.0% (T); 95+%; 98%; 98% (dry wt.), may cont. up to 10% water
• Linear Formula: HOCH2CH(COOH)NHCOOC(CH3)3

DETAILS

MP Biomedicals - 02101093

Crystalline

Sigma Aldrich - B8751

Application
肽合成中的结构单元。用于通过 β-内酯合成各种 α-氨基酸的原料。

Sigma Aldrich - 15500

Application
Building block in peptide synthesis. Starting material for the synthesis of various α-amino acids via the β-lactone.
Packaging
5, 25 g in glass bottle

Sigma Aldrich - 359696

Application
Building block in peptide synthesis. Starting material for the synthesis of various α-amino acids via the β-lactone.
Packaging
25 g in glass bottle