C₂₇H₄₅NO₄SSi

Base Information

• Chemical Name: C₂₇H₄₅NO₄SSi
• CAS No.: 113767-55-8
• Molecular Formula: C₂₇H₄₅NO₄SSi
• Molecular Weight: 507.81
• Mol file: 113767-55-8.mol

Synonyms:

Chemical Property of C₂₇H₄₅NO₄SSi

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₇H₄₅NO₄SSi

There total 9 articles about C₂₇H₄₅NO₄SSi 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:

C15H24O2S2 (113784-16-0) → C27H45NO4SSi (113767-55-8,113829-71-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / Raney Ni / ethanol / 1 h / Heating

2: 99 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 6 h / Ambient temperature

3: 87 percent / pyridinium chlorochromate / CH₂Cl₂ / 0.67 h / Ambient temperature

4: 1) LDA; 2) MoO₅*Py*HMPA complex / 1) THF, -78 deg C, 50 min; 2) THF, -50 deg C, 30 min

5: 1) triphenylmethane, n-butyllithium / 1) anhydrous THF-hexane, 0 grad C, 10 min; 2) anhydrous THF-hexane, 0 grad C, 1 h

With dmap; n-butyllithium; oxodiperoxymolybdenumpyridine hexamethylphosphoric triamide complex; triphenylmethane; triethylamine; pyridinium chlorochromate; lithium diisopropyl amide; nickel; In ethanol; dichloromethane;

DOI:10.1016/S0040-4020(01)90019-5

Reference yield:

(1S,2S,4aR,5S,6R,8aS)-5-Hydroxy-8a-methyl-7-oxo-decahydro-1,6-methano-naphthalene-2-carbonitrile (91988-24-8,113829-66-6) → C27H45NO4SSi (113767-55-8,113829-71-3)

Guidance literature:

Multi-step reaction with 8 steps

1: 98 percent / BF₃ etherate / 1.5 h / Ambient temperature

2: 1) diisobutylaluminium hydride; 2) 2 N aq. H₂SO₄ / 1) toluene, CH₂Cl₂, -78 deg C, 2 h; 2) toluene, CH₂Cl₂, -78 deg C, then 2 h at room temp.

3: 94 percent / NaBH₄ / methanol / 0.5 h / Ambient temperature

4: 90 percent / Raney Ni / ethanol / 1 h / Heating

5: 99 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 6 h / Ambient temperature

6: 87 percent / pyridinium chlorochromate / CH₂Cl₂ / 0.67 h / Ambient temperature

7: 1) LDA; 2) MoO₅*Py*HMPA complex / 1) THF, -78 deg C, 50 min; 2) THF, -50 deg C, 30 min

8: 1) triphenylmethane, n-butyllithium / 1) anhydrous THF-hexane, 0 grad C, 10 min; 2) anhydrous THF-hexane, 0 grad C, 1 h

With dmap; sodium tetrahydroborate; n-butyllithium; oxodiperoxymolybdenumpyridine hexamethylphosphoric triamide complex; triphenylmethane; sulfuric acid; boron trifluoride diethyl etherate; diisobutylaluminium hydride; triethylamine; pyridinium chlorochromate; lithium diisopropyl amide; nickel; In methanol; ethanol; dichloromethane;

DOI:10.1016/S0040-4020(01)90019-5

Reference yield:

C15H22O2S2 (113767-54-7) → C27H45NO4SSi (113767-55-8,113829-71-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 94 percent / NaBH₄ / methanol / 0.5 h / Ambient temperature

2: 90 percent / Raney Ni / ethanol / 1 h / Heating

3: 99 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 6 h / Ambient temperature

4: 87 percent / pyridinium chlorochromate / CH₂Cl₂ / 0.67 h / Ambient temperature

5: 1) LDA; 2) MoO₅*Py*HMPA complex / 1) THF, -78 deg C, 50 min; 2) THF, -50 deg C, 30 min

6: 1) triphenylmethane, n-butyllithium / 1) anhydrous THF-hexane, 0 grad C, 10 min; 2) anhydrous THF-hexane, 0 grad C, 1 h

With dmap; sodium tetrahydroborate; n-butyllithium; oxodiperoxymolybdenumpyridine hexamethylphosphoric triamide complex; triphenylmethane; triethylamine; pyridinium chlorochromate; lithium diisopropyl amide; nickel; In methanol; ethanol; dichloromethane;

DOI:10.1016/S0040-4020(01)90019-5

upstream raw materials:

N,S-dimethyl-S-phenylsulfoximine

(1R,4R,4aR,6S,8aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-8a-methyl-decahydro-1,6-methano-naphthalen-9-one

(1S,2S,4aR,6R,8aS)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-8a-methyl-octahydro-1,6-methano-naphthalen-5-one

(1S,2S,4aR,5R,6R,8aS)-2-Hydroxymethyl-8a-methyl-decahydro-1,6-methano-naphthalen-5-ol