4-(2-(tert-butyldiphenylsiloxy)ethyl)-3,4-dihydro-6-hydroxy-2-(1-hydroxy-1-methyl)ethyl-7-methyl-2H-1-benzopyran

Base Information

Chemical Name:4-(2-(tert-butyldiphenylsiloxy)ethyl)-3,4-dihydro-6-hydroxy-2-(1-hydroxy-1-methyl)ethyl-7-methyl-2H-1-benzopyran
CAS No.:321582-14-3
Molecular Formula:C₃₁H₄₀O₄Si
Molecular Weight:504.742
Hs Code.:

Synonyms:4-(2-(tert-butyldiphenylsiloxy)ethyl)-3,4-dihydro-6-hydroxy-2-(1-hydroxy-1-methyl)ethyl-7-methyl-2H-1-benzopyran

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Chemical Property of 4-(2-(tert-butyldiphenylsiloxy)ethyl)-3,4-dihydro-6-hydroxy-2-(1-hydroxy-1-methyl)ethyl-7-methyl-2H-1-benzopyran

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Technology Process of 4-(2-(tert-butyldiphenylsiloxy)ethyl)-3,4-dihydro-6-hydroxy-2-(1-hydroxy-1-methyl)ethyl-7-methyl-2H-1-benzopyran

There total 10 articles about 4-(2-(tert-butyldiphenylsiloxy)ethyl)-3,4-dihydro-6-hydroxy-2-(1-hydroxy-1-methyl)ethyl-7-methyl-2H-1-benzopyran 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: 85.0%

: 321582-13-2
3-[2-[2,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-methyl-phenyl]-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-2,2-dimethyl-oxirane

: 321582-14-3
4-(2-(tert-butyldiphenylsiloxy)ethyl)-3,4-dihydro-6-hydroxy-2-(1-hydroxy-1-methyl)ethyl-7-methyl-2H-1-benzopyran

Guidance literature:: With potassium carbonate; In methanol; at 50 ℃; for 12h;
DOI:10.1021/jo0011437

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 321582-14-3
4-(2-(tert-butyldiphenylsiloxy)ethyl)-3,4-dihydro-6-hydroxy-2-(1-hydroxy-1-methyl)ethyl-7-methyl-2H-1-benzopyran

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / imidazole; DMAP / CH₂Cl₂ / 1 h / 20 °C

2: 87 percent / aq. CAN / acetonitrile / 0.25 h / 0 °C

3: 88 percent / aq. Na₂S₂O₄ / tetrahydrofuran / 0.17 h / 0 °C

4: 95 percent / imidazole DMAP / CH₂Cl₂ / 1 h / 20 °C

5: 92 percent / mCPBA / aq. phosphate buffer / 0.42 h / 0 °C

6: 85 percent / K₂CO₃ / methanol / 12 h / 50 °C

With 1H-imidazole; dmap; sodium dithionite; ammonium cerium(IV) nitrate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; phosphate buffer; dichloromethane; acetonitrile;
DOI:10.1021/jo0011437

Reference yield:

: 321582-24-5
Acetic acid (R)-3-(2,5-dimethoxy-4-methyl-phenyl)-5-oxo-pentyl ester

: 321582-14-3
4-(2-(tert-butyldiphenylsiloxy)ethyl)-3,4-dihydro-6-hydroxy-2-(1-hydroxy-1-methyl)ethyl-7-methyl-2H-1-benzopyran

Guidance literature:: Multi-step reaction with 8 steps

1.1: t-BuOK / tetrahydrofuran / 0.5 h / 20 °C

1.2: tetrahydrofuran / 3.5 h

2.1: 15.7 g / LiAlH₄ / tetrahydrofuran / 1.5 h / 20 °C

3.1: 98 percent / imidazole; DMAP / CH₂Cl₂ / 1 h / 20 °C

4.1: 87 percent / aq. CAN / acetonitrile / 0.25 h / 0 °C

5.1: 88 percent / aq. Na₂S₂O₄ / tetrahydrofuran / 0.17 h / 0 °C

6.1: 95 percent / imidazole DMAP / CH₂Cl₂ / 1 h / 20 °C

7.1: 92 percent / mCPBA / aq. phosphate buffer / 0.42 h / 0 °C

8.1: 85 percent / K₂CO₃ / methanol / 12 h / 50 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; sodium dithionite; ammonium cerium(IV) nitrate; potassium tert-butylate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; phosphate buffer; dichloromethane; acetonitrile; 1.2: Wittig olefination;
DOI:10.1021/jo0011437