Methanesulfonic acid (1R,2S,9S,9aS)-8-benzyloxy-9-benzyloxymethyl-1-hydroxy-5,7-dimethoxy-6-methyl-2,3,9,9a-tetrahydro-1H-pyrrolo[1,2-a]indol-2-yl ester

Base Information

Chemical Name:Methanesulfonic acid (1R,2S,9S,9aS)-8-benzyloxy-9-benzyloxymethyl-1-hydroxy-5,7-dimethoxy-6-methyl-2,3,9,9a-tetrahydro-1H-pyrrolo[1,2-a]indol-2-yl ester
CAS No.:96502-78-2
Molecular Formula:C₃₀H₃₅NO₈S
Molecular Weight:569.676
Hs Code.:

Methanesulfonic acid (1R,2S,9S,9aS)-8-benzyloxy-9-benzyloxymethyl-1-hydroxy-5,7-dimethoxy-6-methyl-2,3,9,9a-tetrahydro-1H-pyrrolo[1,2-a]indol-2-yl ester

Synonyms:Methanesulfonic acid (1R,2S,9S,9aS)-8-benzyloxy-9-benzyloxymethyl-1-hydroxy-5,7-dimethoxy-6-methyl-2,3,9,9a-tetrahydro-1H-pyrrolo[1,2-a]indol-2-yl ester

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Chemical Property of Methanesulfonic acid (1R,2S,9S,9aS)-8-benzyloxy-9-benzyloxymethyl-1-hydroxy-5,7-dimethoxy-6-methyl-2,3,9,9a-tetrahydro-1H-pyrrolo[1,2-a]indol-2-yl ester

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Technology Process of Methanesulfonic acid (1R,2S,9S,9aS)-8-benzyloxy-9-benzyloxymethyl-1-hydroxy-5,7-dimethoxy-6-methyl-2,3,9,9a-tetrahydro-1H-pyrrolo[1,2-a]indol-2-yl ester

There total 2 articles about Methanesulfonic acid (1R,2S,9S,9aS)-8-benzyloxy-9-benzyloxymethyl-1-hydroxy-5,7-dimethoxy-6-methyl-2,3,9,9a-tetrahydro-1H-pyrrolo[1,2-a]indol-2-yl ester 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:

: 124-63-0
methanesulfonyl chloride

: 96502-77-1
(+/-)-(1S^*,2R^*,9R^*,9aR^*)-8-benzyloxy-9-<(benzyloxy)methyl>-2,3,9,9a-tetrahydro-5,7-dimethoxy-6-methyl-1H-pyrrolo<1,2-a>indole-1,2-diol

: 96502-78-2
Methanesulfonic acid (1R,2S,9S,9aS)-8-benzyloxy-9-benzyloxymethyl-1-hydroxy-5,7-dimethoxy-6-methyl-2,3,9,9a-tetrahydro-1H-pyrrolo[1,2-a]indol-2-yl ester

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 1.5h;
DOI:10.1021/ja00299a022

Reference yield:

: 96502-70-4,96502-71-5,111602-53-0
8-Benzyloxy-9-benzyloxymethyl-5,7-dimethoxy-6-methyl-9,9a-dihydro-3H-pyrrolo[1,2-a]indole

: 96502-78-2
Methanesulfonic acid (1R,2S,9S,9aS)-8-benzyloxy-9-benzyloxymethyl-1-hydroxy-5,7-dimethoxy-6-methyl-2,3,9,9a-tetrahydro-1H-pyrrolo[1,2-a]indol-2-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 61 percent / N-methylmorpholine N-oxide, OsO₄ / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / 8 h / Ambient temperature

2: triethylamine / CH₂Cl₂ / 1.5 h / 0 °C

With osmium(VIII) oxide; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/ja00299a022

Reference yield:

: 96502-78-2
Methanesulfonic acid (1R,2S,9S,9aS)-8-benzyloxy-9-benzyloxymethyl-1-hydroxy-5,7-dimethoxy-6-methyl-2,3,9,9a-tetrahydro-1H-pyrrolo[1,2-a]indol-2-yl ester

: 96502-88-4
C₂₂H₂₆N₂O₄

Guidance literature:: Multi-step reaction with 6 steps

1: tetrabutylammonium azide / benzene / 2.5 h / Heating

2: triethylamine / CH₂Cl₂ / 2 h / 0 °C

3: tetrahydrofuran / 4 h / Heating

4: 60 percent NaH / paraffin; tetrahydrofuran / 4 h / Ambient temperature

5: 1 M LiAlH₄ / 0.75 h / 0 °C

6: 99 percent / H₂ / 10 percent Pd/C / methanol / 0.33 h / 25 °C

With lithium aluminium tetrahydride; hydrogen; tetrabutylammoniun azide; sodium hydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; paraffin; benzene;
DOI:10.1021/ja00299a022