4,7-Dibenzyloxy-8β-benzyloxymethyl-1,1aα,2,8,8aβ,8b-hexahydro-6-methoxy-5-methylazirino<2',3';3,4>pyrrolo<1,2-a>indole

Base Information

Chemical Name:4,7-Dibenzyloxy-8β-benzyloxymethyl-1,1aα,2,8,8aβ,8b-hexahydro-6-methoxy-5-methylazirino<2',3';3,4>pyrrolo<1,2-a>indole
CAS No.:116589-20-9
Molecular Formula:C₃₅H₃₆N₂O₄
Molecular Weight:548.682
Hs Code.:

Synonyms:

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Chemical Property of 4,7-Dibenzyloxy-8β-benzyloxymethyl-1,1aα,2,8,8aβ,8b-hexahydro-6-methoxy-5-methylazirino<2',3';3,4>pyrrolo<1,2-a>indole

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Technology Process of 4,7-Dibenzyloxy-8β-benzyloxymethyl-1,1aα,2,8,8aβ,8b-hexahydro-6-methoxy-5-methylazirino<2',3';3,4>pyrrolo<1,2-a>indole

There total 22 articles about 4,7-Dibenzyloxy-8β-benzyloxymethyl-1,1aα,2,8,8aβ,8b-hexahydro-6-methoxy-5-methylazirino<2',3';3,4>pyrrolo<1,2-a>indole 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:

: 116589-12-9
C₃₇H₄₁N₂O₇P

: 116589-20-9
4,7-Dibenzyloxy-8β-benzyloxymethyl-1,1aα,2,8,8aβ,8b-hexahydro-6-methoxy-5-methylazirino<2',3';3,4>pyrrolo<1,2-a>indole

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 2h; Yield given;

Reference yield:

: 7149-92-0
2,4-dimethoxy-3-methylbenzaldehyde

: 116589-20-9
4,7-Dibenzyloxy-8β-benzyloxymethyl-1,1aα,2,8,8aβ,8b-hexahydro-6-methoxy-5-methylazirino<2',3';3,4>pyrrolo<1,2-a>indole

Guidance literature:: Multi-step reaction with 20 steps

1: 80 percent / Br₂

2: 1.) m-chloroperbenzoic acid, 2.) KOH / 2.) MeOH

3: NaH / dimethylformamide

4: n-BuLi, perchloryl fluoride / diethyl ether

5: HCl / acetone

6: 83 percent / K₂CO₃ / acetone

7: 62 percent / AlCl₃*OEt₂ / CH₂Cl₂ / 1 h / -25 °C

8: NaH

9: 55 percent / n-BuLi / tetrahydrofuran / -75 - 0 °C

10: 69 percent / cerium(IV) ammonium nitrate / H₂O; acetonitrile / 0.05 h / 0 °C

11: 88 percent / NaN₃ / H₂O; methanol / 1 h

12: 49 percent / Cu(acac)2 / benzene / 2 h / 80 °C

13: 1.) zinc powder, AcOH, 2.) K₂CO₃ / 1.) CH₂Cl₂, 2.) DMF, reflux 12 h

14: 76 percent / N-methylmorpholine oxide / OsO₄ / H₂O; 2-methyl-propan-2-ol / 12 h

15: Et₃N / CH₂Cl₂ / 2 h / 0 °C

16: 56 percent / n-Bu₄NN₃ / benzene / 3 h / Heating

17: Et₃N / CH₂Cl₂ / 2 h / 0 °C

18: tetrahydrofuran / 4 h / Heating

19: NaH(60wtpercent) / tetrahydrofuran / 4 h

20: LiAlH₄ / diethyl ether / 2 h / 0 °C

With hydrogenchloride; copper acetylacetonate; potassium hydroxide; lithium aluminium tetrahydride; n-butyllithium; sodium azide; ammonium cerium(IV) nitrate; perchloryl fluoride; AlCl₃ etherate; bromine; tetrabutylammoniun azide; sodium hydride; potassium carbonate; acetic acid; 4-methylmorpholine N-oxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; zinc; osmium(VIII) oxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile; tert-butyl alcohol; benzene;

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 116589-20-9
4,7-Dibenzyloxy-8β-benzyloxymethyl-1,1aα,2,8,8aβ,8b-hexahydro-6-methoxy-5-methylazirino<2',3';3,4>pyrrolo<1,2-a>indole

Guidance literature:: Multi-step reaction with 12 steps

1: 55 percent / n-BuLi / tetrahydrofuran / -75 - 0 °C

2: 69 percent / cerium(IV) ammonium nitrate / H₂O; acetonitrile / 0.05 h / 0 °C

3: 88 percent / NaN₃ / H₂O; methanol / 1 h

4: 49 percent / Cu(acac)2 / benzene / 2 h / 80 °C

5: 1.) zinc powder, AcOH, 2.) K₂CO₃ / 1.) CH₂Cl₂, 2.) DMF, reflux 12 h

6: 76 percent / N-methylmorpholine oxide / OsO₄ / H₂O; 2-methyl-propan-2-ol / 12 h

7: Et₃N / CH₂Cl₂ / 2 h / 0 °C

8: 56 percent / n-Bu₄NN₃ / benzene / 3 h / Heating

9: Et₃N / CH₂Cl₂ / 2 h / 0 °C

10: tetrahydrofuran / 4 h / Heating

11: NaH(60wtpercent) / tetrahydrofuran / 4 h

12: LiAlH₄ / diethyl ether / 2 h / 0 °C

With copper acetylacetonate; lithium aluminium tetrahydride; n-butyllithium; sodium azide; ammonium cerium(IV) nitrate; tetrabutylammoniun azide; sodium hydride; potassium carbonate; acetic acid; 4-methylmorpholine N-oxide; triethylamine; zinc; osmium(VIII) oxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetonitrile; tert-butyl alcohol; benzene;