SPLICEOSTATIN A

Base Information

• Chemical Name: SPLICEOSTATIN A
• CAS No.: 391611-36-2
• Molecular Formula: C28H43NO8
• Molecular Weight: 521.651
• Mol file: 391611-36-2.mol

Synonyms:SPLICEOSTATIN A;XKSGIJNRMWHQIQ-CGPJBNNXSA-N;2-Pentenamide, 4-(acetyloxy)-N-[(2R,3R,5S,6S)-tetrahydro-6-[(2E,4E)-5-[(3R,4R,5R,7S)-4-hydroxy-7-methoxy-7-methyl-1,6-dioxaspiro[2.5]oct-5-yl]-3-methyl-2,4-pentadien-1-yl]-2,5-dimethyl-2H-pyran-3-yl]-, (2Z,4S)-

Chemical Property of SPLICEOSTATIN A

Chemical Property:

• Melting Point: 65-70 °C
• Boiling Point: 683.2±55.0 °C(Predicted)
• PKA: 13.63±0.70(Predicted)
• PSA: 115.85000
• Density: 1.17±0.1 g/cm3(Predicted)
• LogP: 3.35740

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of SPLICEOSTATIN A

There total 48 articles about SPLICEOSTATIN A which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

Acetic acid (Z)-(S)-3-((2R,3R,5S,6S)-6-{(2E,4E)-5-[(3R,4R,5R,7S)-4-(tert-butyl-dimethyl-silanyloxy)-7-methoxy-7-methyl-1,6-dioxa-spiro[2.5]oct-5-yl]-3-methyl-penta-2,4-dienyl}-2,5-dimethyl-tetrahydro-pyran-3-ylcarbamoyl)-1-methyl-allyl ester (878673-42-8) → spliceostatin A (391611-36-2)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 3h;

DOI:10.1016/j.tet.2005.11.031

Reference yield: 85.0%

methanol (67-56-1) + FR 901464 (146478-72-0) → spliceostatin A (391611-36-2)

Guidance literature:

With Amberlyst 15^TM; at 0 - 20 ℃; for 3h;

DOI:10.3987/COM-04-S(P)31

Reference yield: 57.0%

(S,Z)-5-(((2R,3R,5S,6S)-2,5-dimethyl-6-((E)-3-methylpenta-2,4-dien-1-yl)tetrahydro-2H-pyran-3-yl)amino)-5-oxopent-3-en-2-yl acetate (882028-31-1) + C10H16O4 → spliceostatin A (391611-36-2)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 5h; Inert atmosphere; Reflux;

DOI:10.1021/ol4024634

upstream raw materials:

methanol

FR 901464

Acetic acid (Z)-(S)-3-{(2R,3R,5S,6S)-6-[(2E,4E)-5-((2R,3S,6S)-3-hydroxy-6-methoxy-6-methyl-4-methylene-tetrahydro-pyran-2-yl)-3-methyl-penta-2,4-dienyl]-2,5-dimethyl-tetrahydro-pyran-3-ylcarbamoyl}-1-methyl-allyl ester

Acetic acid (Z)-(S)-3-((2R,3R,5S,6S)-6-{(2E,4E)-5-[(3R,4R,5R,7S)-4-(tert-butyl-dimethyl-silanyloxy)-7-methoxy-7-methyl-1,6-dioxa-spiro[2.5]oct-5-yl]-3-methyl-penta-2,4-dienyl}-2,5-dimethyl-tetrahydro-pyran-3-ylcarbamoyl)-1-methyl-allyl ester

Downstream raw materials:

FR 901464

Acetic acid (Z)-(S)-3-{(2R,3R,5S,6S)-6-[(2E,4E)-5-((3R,4R,5R,7S)-7-methoxy-7-methyl-4-triethylsilanyloxy-1,6-dioxa-spiro[2.5]oct-5-yl)-3-methyl-penta-2,4-dienyl]-2,5-dimethyl-tetrahydro-pyran-3-ylcarbamoyl}-1-methyl-allyl ester

7-(9H-fluoren-9-ylmethoxycarbonylamino)-heptanoic acid 5-{5-[5-(4-acetoxy-pent-2-enoylamino)-3,6-dimethyl-tetrahydro-pyran-2-yl]-3-methyl-penta-1,3-dienyl}-7-methoxy-7-methyl-1,6-dioxa-spiro[2.5]oct-4-yl ester

(Z)-(S)-4-Hydroxy-pent-2-enoic acid {(2R,3R,5S,6S)-6-[(2E,4E)-5-((3R,4R,5R,7S)-7-methoxy-7-methyl-4-triethylsilanyloxy-1,6-dioxa-spiro[2.5]oct-5-yl)-3-methyl-penta-2,4-dienyl]-2,5-dimethyl-tetrahydro-pyran-3-yl}-amide