5-(benzyloxy)-3-((tert-butyloxy)carbonyl)-7-(dimethoxymethyl)-1-(hydroxymethyl)-1,2-dihydro-3H-pyrrolo<3,2-e>indole

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Chemical Name:5-(benzyloxy)-3-((tert-butyloxy)carbonyl)-7-(dimethoxymethyl)-1-(hydroxymethyl)-1,2-dihydro-3H-pyrrolo<3,2-e>indole
CAS No.:144667-33-4
Molecular Formula:C₂₆H₃₂N₂O₆
Molecular Weight:468.55
Hs Code.:

Synonyms:5-(benzyloxy)-3-((tert-butyloxy)carbonyl)-7-(dimethoxymethyl)-1-(hydroxymethyl)-1,2-dihydro-3H-pyrrolo<3,2-e>indole

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Chemical Property of 5-(benzyloxy)-3-((tert-butyloxy)carbonyl)-7-(dimethoxymethyl)-1-(hydroxymethyl)-1,2-dihydro-3H-pyrrolo<3,2-e>indole

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Technology Process of 5-(benzyloxy)-3-((tert-butyloxy)carbonyl)-7-(dimethoxymethyl)-1-(hydroxymethyl)-1,2-dihydro-3H-pyrrolo<3,2-e>indole

There total 12 articles about 5-(benzyloxy)-3-((tert-butyloxy)carbonyl)-7-(dimethoxymethyl)-1-(hydroxymethyl)-1,2-dihydro-3H-pyrrolo<3,2-e>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:

: 124400-60-8
O-Benzyl-N²,N⁵-dibenzoyl-2,5-diamino-4-(1,1-bis(methoxycarbonyl)methyl)phenol

: 144667-33-4
5-(benzyloxy)-3-((tert-butyloxy)carbonyl)-7-(dimethoxymethyl)-1-(hydroxymethyl)-1,2-dihydro-3H-pyrrolo<3,2-e>indole

Guidance literature:: Multi-step reaction with 8 steps

1: 71 percent / NaBH₄ / ethanol / a) 0 deg C, 30 min, b) 25 deg C, 2.5 h

2: 100 percent / TsOH / dimethylformamide / 24 h / 25 °C

3: 100 percent / Pb(OAc)4 / CHCl₃ / 1.5 h / 25 °C

4: 2.) H₂O, phosphate buffer pH 4.0 / 1.) THF, 25 deg C, 10 min, 2.) THF, 25 deg C, 24 h

5: 81 percent / 2 N HCl-CH₃OH / 2 h / 25 °C

6: 100 percent / Ph₃P, diethyl azodicarboxylate / tetrahydrofuran / 2 h / 25 °C

7: 98percent NH₂NH₂-H₂O / ethanol / 34 h / 145 °C / Heating

8: tetrahydrofuran / 0.33 h / 25 °C

With lead(IV) acetate; hydrogenchloride; sodium tetrahydroborate; phosphate buffer pH 4.0; water; toluene-4-sulfonic acid; hydrazine hydrate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/ja00073a019

Reference yield:

: 144667-27-6
O-benzyl-N²,N⁵-dibenzoyl-2,5-diamino-4-(bis(hydroxymethyl)methyl)phenol

: 144667-33-4
5-(benzyloxy)-3-((tert-butyloxy)carbonyl)-7-(dimethoxymethyl)-1-(hydroxymethyl)-1,2-dihydro-3H-pyrrolo<3,2-e>indole

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / TsOH / dimethylformamide / 24 h / 25 °C

2: 100 percent / Pb(OAc)4 / CHCl₃ / 1.5 h / 25 °C

3: 2.) H₂O, phosphate buffer pH 4.0 / 1.) THF, 25 deg C, 10 min, 2.) THF, 25 deg C, 24 h

4: 81 percent / 2 N HCl-CH₃OH / 2 h / 25 °C

5: 100 percent / Ph₃P, diethyl azodicarboxylate / tetrahydrofuran / 2 h / 25 °C

6: 98percent NH₂NH₂-H₂O / ethanol / 34 h / 145 °C / Heating

7: tetrahydrofuran / 0.33 h / 25 °C

With lead(IV) acetate; hydrogenchloride; phosphate buffer pH 4.0; water; toluene-4-sulfonic acid; hydrazine hydrate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/ja00073a019

Reference yield:

: 144667-28-7
O-benzyl-N²,N⁵-dibenzoyl-2,5-diamino-4-(2,2-dimethyl-1,3-dioxan-5-yl)phenol

: 144667-33-4
5-(benzyloxy)-3-((tert-butyloxy)carbonyl)-7-(dimethoxymethyl)-1-(hydroxymethyl)-1,2-dihydro-3H-pyrrolo<3,2-e>indole

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / Pb(OAc)4 / CHCl₃ / 1.5 h / 25 °C

2: 2.) H₂O, phosphate buffer pH 4.0 / 1.) THF, 25 deg C, 10 min, 2.) THF, 25 deg C, 24 h

3: 81 percent / 2 N HCl-CH₃OH / 2 h / 25 °C

4: 100 percent / Ph₃P, diethyl azodicarboxylate / tetrahydrofuran / 2 h / 25 °C

5: 98percent NH₂NH₂-H₂O / ethanol / 34 h / 145 °C / Heating

6: tetrahydrofuran / 0.33 h / 25 °C

With lead(IV) acetate; hydrogenchloride; phosphate buffer pH 4.0; water; hydrazine hydrate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; chloroform;
DOI:10.1021/ja00073a019