(3aR,4R)-methyl 3-<(S)-α-methylbenzyl>-2,3,3a,4,5,7-hexahydro-4-<(2R)-2-ethyl-2-<(trimethylsilyl)oxy>-3-<(p-tolylsulfonyl)oxy>propyl>-1H-pyrrolo<2,3-d>carbazole-6-carboxylate

Base Information

Chemical Name:(3aR,4R)-methyl 3-<(S)-α-methylbenzyl>-2,3,3a,4,5,7-hexahydro-4-<(2R)-2-ethyl-2-<(trimethylsilyl)oxy>-3-<(p-tolylsulfonyl)oxy>propyl>-1H-pyrrolo<2,3-d>carbazole-6-carboxylate
CAS No.:131703-86-1
Molecular Formula:C₃₉H₅₀N₂O₆SSi
Molecular Weight:702.987
Hs Code.:

(3aR,4R)-methyl 3-<(S)-α-methylbenzyl>-2,3,3a,4,5,7-hexahydro-4-<(2R)-2-ethyl-2-<(trimethylsilyl)oxy>-3-<(p-tolylsulfonyl)oxy>propyl>-1H-pyrrolo<2,3-d>carbazole-6-carboxylate

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Chemical Property of (3aR,4R)-methyl 3-<(S)-α-methylbenzyl>-2,3,3a,4,5,7-hexahydro-4-<(2R)-2-ethyl-2-<(trimethylsilyl)oxy>-3-<(p-tolylsulfonyl)oxy>propyl>-1H-pyrrolo<2,3-d>carbazole-6-carboxylate

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Technology Process of (3aR,4R)-methyl 3-<(S)-α-methylbenzyl>-2,3,3a,4,5,7-hexahydro-4-<(2R)-2-ethyl-2-<(trimethylsilyl)oxy>-3-<(p-tolylsulfonyl)oxy>propyl>-1H-pyrrolo<2,3-d>carbazole-6-carboxylate

There total 4 articles about (3aR,4R)-methyl 3-<(S)-α-methylbenzyl>-2,3,3a,4,5,7-hexahydro-4-<(2R)-2-ethyl-2-<(trimethylsilyl)oxy>-3-<(p-tolylsulfonyl)oxy>propyl>-1H-pyrrolo<2,3-d>carbazole-6-carboxylate 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:

: 131703-74-7,131703-75-8
methyl 3-<(S)-α-methylbenzyl>-1,2,3,4,5ξ,6-hexahydroazepino<4,5-b>indole-5-carboxylate

: 131703-86-1
(3aR,4R)-methyl 3-<(S)-α-methylbenzyl>-2,3,3a,4,5,7-hexahydro-4-<(2R)-2-ethyl-2-<(trimethylsilyl)oxy>-3-<(p-tolylsulfonyl)oxy>propyl>-1H-pyrrolo<2,3-d>carbazole-6-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 60 percent / toluene / 24 h / Heating

2: 69 percent / 10percent aq. HCl / methanol / 0.5 h / Heating

3: triethylamine / CH₂Cl₂ / 30 h

4: triethylamine / tetrahydrofuran / 0.33 h / 0 °C

With hydrogenchloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/jo00002a008

Reference yield:

: 131727-04-3
dimethyl 3-<(S)-α-methylbenzyl>-1,2,3,4,5,6-hexahydroazepino<4,5-b>indole-5,5-dicarboxylate

: 131703-86-1
(3aR,4R)-methyl 3-<(S)-α-methylbenzyl>-2,3,3a,4,5,7-hexahydro-4-<(2R)-2-ethyl-2-<(trimethylsilyl)oxy>-3-<(p-tolylsulfonyl)oxy>propyl>-1H-pyrrolo<2,3-d>carbazole-6-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / LiCl, Et₃N*HCl / N,N-dimethyl-acetamide / 1 h / 120 °C

2: 60 percent / toluene / 24 h / Heating

3: 69 percent / 10percent aq. HCl / methanol / 0.5 h / Heating

4: triethylamine / CH₂Cl₂ / 30 h

5: triethylamine / tetrahydrofuran / 0.33 h / 0 °C

With hydrogenchloride; triethylamine hydrochloride; triethylamine; lithium chloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl acetamide; toluene;
DOI:10.1021/jo00002a008

Reference yield:

: 131703-83-8,131829-89-5
methyl 3-<(S)-α-methylbenzyl>-2,3,3a,4,5,7-hexahydro-4-<(2R)-2-ethyl-2,3-dihydroxypropyl>-1H-pyrrolo<2,3-d>carbazole-6-carboxylate acetonide

: 131703-86-1
(3aR,4R)-methyl 3-<(S)-α-methylbenzyl>-2,3,3a,4,5,7-hexahydro-4-<(2R)-2-ethyl-2-<(trimethylsilyl)oxy>-3-<(p-tolylsulfonyl)oxy>propyl>-1H-pyrrolo<2,3-d>carbazole-6-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 69 percent / 10percent aq. HCl / methanol / 0.5 h / Heating

2: triethylamine / CH₂Cl₂ / 30 h

3: triethylamine / tetrahydrofuran / 0.33 h / 0 °C

With hydrogenchloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00002a008