(1S,5R)-1,5-Anhydro-1-(carboxymethyl)-3-C-(chloromethyl)-2-deoxy-5-{(1E,3E)-5-[(2S,3S,5R,6R)-5-{[(2Z,4S)-4-(isobutyryloxy)-2-pentenoyl]amino}-3,6-dimethyltetrahydro-2H-pyran-2-yl]-3-methyl-1,3-pentadi en-1-yl}-D-erythro-pentitol | CAS No. 1426953-24-3

(1S,5R)-1,5-Anhydro-1-(carboxymethyl)-3-C-(chloromethyl)-2-deoxy-5-{(1E,3E)-5-[(2S,3S,5R,6R)-5-{[(2Z,4S)-4-(isobutyryloxy)-2-pentenoyl]amino}-3,6-dimethyltetrahydro-2H-pyran-2-yl]-3-methyl-1,3-pentadi en-1-yl}-D-erythro-pentitol

Basic Information

CAS Number

1426953-24-3

Molecular Formula

C30H46ClNO9

Molecular Weight

600.15 g/mol

AD

Basic Physical Properties

C[C@H]1C[C@H]([C@H](O[C@H]1C/C=C(\C)/C=C/[C@@H]2[C@H]([C@@](C[C@H](O2)CC(=O)O)(CCl)O)O)C)NC(=O)/C=C\[C@H](C)OC(=O)C(C)C

InChI

InChI=1S/C30H46ClNO9/c1-17(2)29(37)39-20(5)9-12-26(33)32-23-13-19(4)24(40-21(23)6)10-7-18(3)8-11-25-28(36)30(38,16-31)15-22(41-25)14-27(34)35/h7-9,11-12,17,19-25,28,36,38H,10,13-16H2,1-6H3,(H,32,33)(H,34,35)/b11-8+,12-9-,18-7+/t19-,20-,21+,22+,23+,24-,25+,28+,30+/m0/s1

InChIKey

IUEAQIHFZAHMMU-WEDQMBCXSA-N

LogP

3.284200000000002

Topological Polar Surface Area

151.62 Ų

Hydrogen Bond Donor/Acceptor

4 / 10

Complexity

996

Synonyms & References

English

  • Thailanstatin C

MDL Number

MFCD34474137

FAQ

What are the physical and chemical properties of (1S,5R)-1,5-Anhydro-1-(carboxymethyl)-3-C-(chloromethyl)-2-deoxy-5-{(1E,3E)-5-[(2S,3S,5R,6R)-5-{[(2Z,4S)-4-(isobutyryloxy)-2-pentenoyl]amino}-3,6-dimethyltetrahydro-2H-pyran-2-yl]-3-methyl-1,3-pentadien-1-yl}-D-erythro-pentitol (CAS: 1426953-24-3)?

This compound is a complex organic molecule with a high molecular weight. It crystallizes in an anhydrous form. The compound is poorly soluble in water but soluble in common organic solvents. Its reactivity is moderate, with carboxylic acid and chloromethyl functionalities being the primary sites of reactivity. It exhibits a low melting point and is stable under normal laboratory conditions.

How is (1S,5R)-1,5-Anhydro-1-(carboxymethyl)-3-C-(chloromethyl)-2-deoxy-5-{(1E,3E)-5-[(2S,3S,5R,6R)-5-{[(2Z,4S)-4-(isobutyryloxy)-2-pentenoyl]amino}-3,6-dimethyltetrahydro-2H-pyran-2-yl]-3-methyl-1,3-pentadien-1-yl}-D-erythro-pentitol (CAS: 1426953-24-3) typically synthesized?

This compound can be synthesized through a multi-step process involving the condensation of a carboxylic acid derivative with a pyran ring, followed by chloromethylation and anhydro cyclization. The synthesis typically requires the use of appropriate protecting groups and catalysts to achieve high selectivity and yield. Detailed procedures are available in the literature and are adapted for industrial-scale production.

What industries use (1S,5R)-1,5-Anhydro-1-(carboxymethyl)-3-C-(chloromethyl)-2-deoxy-5-{(1E,3E)-5-[(2S,3S,5R,6R)-5-{[(2Z,4S)-4-(isobutyryloxy)-2-pentenoyl]amino}-3,6-dimethyltetrahydro-2H-pyran-2-yl]-3-methyl-1,3-pentadien-1-yl}-D-erythro-pentitol (CAS: 1426953-24-3)?

This compound is primarily used in the pharmaceutical industry for the development of novel drug candidates. It may also find applications in the production of specialized polymers and as a building block in the synthesis of complex organic molecules. Its unique structure and functional groups make it valuable for use in various chemical research and development processes.

What precautions should be taken when handling (1S,5R)-1,5-Anhydro-1-(carboxymethyl)-3-C-(chloromethyl)-2-deoxy-5-{(1E,3E)-5-[(2S,3S,5R,6R)-5-{[(2Z,4S)-4-(isobutyryloxy)-2-pentenoyl]amino}-3,6-dimethyltetrahydro-2H-pyran-2-yl]-3-methyl-1,3-pentadien-1-yl}-D-erythro-pentitol (CAS: 1426953-24-3)?

Handling this compound requires the use of appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. It should be handled in a well-ventilated area or a fume hood to avoid inhalation of any vapors. Spills should be cleaned up immediately using appropriate absorbent materials and proper waste disposal procedures. Safety data sheets (SDS) should be consulted for detailed information on handling and disposal.

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