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Cas Database

1000009-67-5

1000009-67-5

Identification

  • Product Name:C25H38O3S2

  • CAS Number: 1000009-67-5

  • EINECS:

  • Molecular Weight:450.707

  • Molecular Formula: C25H38O3S2

  • HS Code:

  • Mol File:1000009-67-5.mol

Synonyms:C25H38O3S2

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Relevant articles and documentsAll total 2 Articles be found

Synthesis of SHIP1-activating analogs of the sponge meroterpenoid pelorol

Meimetis, Labros G.,Nodwell, Matt,Yang, Lu,Wang, Xiaoxia,Patrick, Brian O.,Andersen, Raymond J.,Wu, Joyce,Harwig, Curtis,Stenton, Grant R.,MacKenzie, Lloyd F.,MacRury, Thomas,Ming-Lum, Andrew,Ong, Christopher J.,Mui, Alice L. -F.,Krystal, Gerald

, p. 5195 - 5207,13 (2020/08/31)

Two biomimetic approaches have been used to synthesize analogs of the SHIP1-activating sponge meroterpenoid pelorol (1). One approach started from the chiral pool plant natural product sclareolide, which has the same absolute configuration as pelorol. The

SHIP 1 MODULATOR COMPOUNDS

-

Page/Page column 51; 53; 64-66, (2008/06/13)

The present invention provides the use of pelorol analogs of Formula, ( I ) and pharmaceutical compositions thereof as modulators of SHIP 1 activity. A compound or a pharmaceutical composition of the present invention may be used for the treatment or prop

Process route upstream and downstream products

Process route

methyl iodide
74-88-4

methyl iodide

C<sub>25</sub>H<sub>38</sub>O<sub>3</sub>S<sub>2</sub>
1000009-67-5

C25H38O3S2

Conditions
Conditions Yield
(1S,2R,4aS,8aS)-1-[hydroxy(3-methoxy-5-methylphenyl)methyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol; With sodium hydride; In tetrahydrofuran; at 50 ℃;
carbon disulfide; In tetrahydrofuran; at 0 - 20 ℃; for 0.666667h;
methyl iodide; In tetrahydrofuran; at 20 ℃; for 1h;
carbon disulfide
75-15-0,12122-00-8

carbon disulfide

(1S,2R,4aS,8aS)-1-[hydroxy(3-methoxy-5-methylphenyl)methyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol
1000009-66-4

(1S,2R,4aS,8aS)-1-[hydroxy(3-methoxy-5-methylphenyl)methyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol

methyl iodide
74-88-4

methyl iodide

C<sub>25</sub>H<sub>38</sub>O<sub>3</sub>S<sub>2</sub>
1000009-67-5

C25H38O3S2

Conditions
Conditions Yield
(1S,2R,4aS,8aS)-1-[hydroxy(3-methoxy-5-methylphenyl)methyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol; With sodium hydride; In tetrahydrofuran; mineral oil; at 50 ℃;
carbon disulfide; In tetrahydrofuran; at 0 - 20 ℃; for 0.666667h;
methyl iodide; In tetrahydrofuran; at 20 ℃; for 1h;
3-bromo-5-methoxytoluene
29578-83-4

3-bromo-5-methoxytoluene

C<sub>25</sub>H<sub>38</sub>O<sub>3</sub>S<sub>2</sub>
1000009-67-5

C25H38O3S2

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1.1: tert.-butyl lithium / tetrahydrofuran / 0.5 h / -78 - 20 °C
1.2: 2 h / -78 °C
2.1: sodium hydride / tetrahydrofuran; mineral oil / 50 °C
2.2: 0.67 h / 0 - 20 °C
2.3: 1 h / 20 °C
With tert.-butyl lithium; sodium hydride; In tetrahydrofuran; mineral oil;
(1R,2R,4aS,8aS)-(+)-2-hydroxy-1,2,3,4,4a,5,6,7,8,8a-decahydro-2,5,5,8a-tetramethyl-naphthalen-1-aldehyde
52618-00-5

(1R,2R,4aS,8aS)-(+)-2-hydroxy-1,2,3,4,4a,5,6,7,8,8a-decahydro-2,5,5,8a-tetramethyl-naphthalen-1-aldehyde

C<sub>25</sub>H<sub>38</sub>O<sub>3</sub>S<sub>2</sub>
1000009-67-5

C25H38O3S2

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1.1: tert.-butyl lithium / tetrahydrofuran / 0.5 h / -78 - 20 °C
1.2: 2 h / -78 °C
2.1: sodium hydride / tetrahydrofuran; mineral oil / 50 °C
2.2: 0.67 h / 0 - 20 °C
2.3: 1 h / 20 °C
With tert.-butyl lithium; sodium hydride; In tetrahydrofuran; mineral oil;
methyl iodide
74-88-4

methyl iodide

C<sub>25</sub>H<sub>38</sub>O<sub>3</sub>S<sub>2</sub>
1000009-67-5

C25H38O3S2

Conditions
Conditions Yield
(1S,2R,4aS,8aS)-1-[hydroxy(3-methoxy-5-methylphenyl)methyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol; With sodium hydride; In tetrahydrofuran; at 50 ℃;
carbon disulfide; In tetrahydrofuran; at 0 - 20 ℃; for 0.666667h;
methyl iodide; In tetrahydrofuran; at 20 ℃; for 1h;
carbon disulfide
75-15-0,12122-00-8

carbon disulfide

(1S,2R,4aS,8aS)-1-[hydroxy(3-methoxy-5-methylphenyl)methyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol
1000009-66-4

(1S,2R,4aS,8aS)-1-[hydroxy(3-methoxy-5-methylphenyl)methyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol

methyl iodide
74-88-4

methyl iodide

C<sub>25</sub>H<sub>38</sub>O<sub>3</sub>S<sub>2</sub>
1000009-67-5

C25H38O3S2

Conditions
Conditions Yield
(1S,2R,4aS,8aS)-1-[hydroxy(3-methoxy-5-methylphenyl)methyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol; With sodium hydride; In tetrahydrofuran; mineral oil; at 50 ℃;
carbon disulfide; In tetrahydrofuran; at 0 - 20 ℃; for 0.666667h;
methyl iodide; In tetrahydrofuran; at 20 ℃; for 1h;
3-bromo-5-methoxytoluene
29578-83-4

3-bromo-5-methoxytoluene

C<sub>25</sub>H<sub>38</sub>O<sub>3</sub>S<sub>2</sub>
1000009-67-5

C25H38O3S2

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1.1: tert.-butyl lithium / tetrahydrofuran / 0.5 h / -78 - 20 °C
1.2: 2 h / -78 °C
2.1: sodium hydride / tetrahydrofuran; mineral oil / 50 °C
2.2: 0.67 h / 0 - 20 °C
2.3: 1 h / 20 °C
With tert.-butyl lithium; sodium hydride; In tetrahydrofuran; mineral oil;
(1R,2R,4aS,8aS)-(+)-2-hydroxy-1,2,3,4,4a,5,6,7,8,8a-decahydro-2,5,5,8a-tetramethyl-naphthalen-1-aldehyde
52618-00-5

(1R,2R,4aS,8aS)-(+)-2-hydroxy-1,2,3,4,4a,5,6,7,8,8a-decahydro-2,5,5,8a-tetramethyl-naphthalen-1-aldehyde

C<sub>25</sub>H<sub>38</sub>O<sub>3</sub>S<sub>2</sub>
1000009-67-5

C25H38O3S2

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1.1: tert.-butyl lithium / tetrahydrofuran / 0.5 h / -78 - 20 °C
1.2: 2 h / -78 °C
2.1: sodium hydride / tetrahydrofuran; mineral oil / 50 °C
2.2: 0.67 h / 0 - 20 °C
2.3: 1 h / 20 °C
With tert.-butyl lithium; sodium hydride; In tetrahydrofuran; mineral oil;

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