(4aS,8aS)-4,7-Dimethyl-4a-trityloxymethyl-4a,5,6,8a-tetrahydro-4H-chromen-3-one

Base Information

Chemical Name:(4aS,8aS)-4,7-Dimethyl-4a-trityloxymethyl-4a,5,6,8a-tetrahydro-4H-chromen-3-one
CAS No.:112359-18-9
Molecular Formula:C₃₁H₃₂O₃
Molecular Weight:452.593
Hs Code.:

Synonyms:

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Chemical Property of (4aS,8aS)-4,7-Dimethyl-4a-trityloxymethyl-4a,5,6,8a-tetrahydro-4H-chromen-3-one

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Technology Process of (4aS,8aS)-4,7-Dimethyl-4a-trityloxymethyl-4a,5,6,8a-tetrahydro-4H-chromen-3-one

There total 12 articles about (4aS,8aS)-4,7-Dimethyl-4a-trityloxymethyl-4a,5,6,8a-tetrahydro-4H-chromen-3-one 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:

: 80371-91-1
(3S,5R)-3-Trityloxymethyl-2-oxa-spiro[4.5]dec-6-ene-1,8-dione

: 112359-18-9
(4aS,8aS)-4,7-Dimethyl-4a-trityloxymethyl-4a,5,6,8a-tetrahydro-4H-chromen-3-one

Guidance literature:: Multi-step reaction with 12 steps

1: 10percent H₂SO₄ / acetone

2: DIBAH / tetrahydrofuran

3: p-TsOH / tetrahydrofuran; CH₂Cl₂

4: LAH / tetrahydrofuran

5: NaH / dimethylformamide

6: 1.) PPTS; 2.) DMAP; 3.) PDC / 1.) MeOH; 2.) pyridine; 3.) CH₂Cl₂

7: 2.) c. HCl / 1.) THF; 2.) MeOH, -20 degC, 12 h, then 50 degC, 2 h

8: Na, NH₃ / tetrahydrofuran

9: DMAP / pyridine

10: PDC / CH₂Cl₂ / 1.) NH₃, THF; 2.) pyridine; 3.) CH₂Cl₂

11: 100 percent / Et₃N / dimethylformamide / 4 h / 90 °C

12: 2.) HMPA / 1.) THF

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; lithium aluminium tetrahydride; dipyridinium dichromate; sulfuric acid; ammonia; sodium; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; pyridine; dichloromethane; N,N-dimethyl-formamide; acetone;

Reference yield:

: 112359-23-6
(3S,4aS,8aS)-4a-Hydroxymethyl-7-methyl-3,4,4a,5,6,8a-hexahydro-2H-chromen-3-ol

: 112359-18-9
(4aS,8aS)-4,7-Dimethyl-4a-trityloxymethyl-4a,5,6,8a-tetrahydro-4H-chromen-3-one

Guidance literature:: Multi-step reaction with 4 steps

1: DMAP / pyridine

2: PDC / CH₂Cl₂ / 1.) NH₃, THF; 2.) pyridine; 3.) CH₂Cl₂

3: 100 percent / Et₃N / dimethylformamide / 4 h / 90 °C

4: 2.) HMPA / 1.) THF

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; dipyridinium dichromate; triethylamine; In pyridine; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: (3S,5R)-8-Hydroxy-3-hydroxymethyl-2-oxa-spiro[4.5]dec-6-en-1-one

: 112359-18-9
(4aS,8aS)-4,7-Dimethyl-4a-trityloxymethyl-4a,5,6,8a-tetrahydro-4H-chromen-3-one

Guidance literature:: Multi-step reaction with 10 steps

1: p-TsOH / tetrahydrofuran; CH₂Cl₂

2: LAH / tetrahydrofuran

3: NaH / dimethylformamide

4: 1.) PPTS; 2.) DMAP; 3.) PDC / 1.) MeOH; 2.) pyridine; 3.) CH₂Cl₂

5: 2.) c. HCl / 1.) THF; 2.) MeOH, -20 degC, 12 h, then 50 degC, 2 h

6: Na, NH₃ / tetrahydrofuran

7: DMAP / pyridine

8: PDC / CH₂Cl₂ / 1.) NH₃, THF; 2.) pyridine; 3.) CH₂Cl₂

9: 100 percent / Et₃N / dimethylformamide / 4 h / 90 °C

10: 2.) HMPA / 1.) THF

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; lithium aluminium tetrahydride; dipyridinium dichromate; ammonia; sodium; pyridinium p-toluenesulfonate; sodium hydride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; pyridine; dichloromethane; N,N-dimethyl-formamide;