Methanesulfonic acid (S)-3-((2aR,4S,5R)-1-benzoyl-4-benzoylamino-5-hydroxy-1,2,2a,3,4,5-hexahydro-benzo[cd]indol-5-yl)-2-methyl-propyl ester

Base Information

Chemical Name:Methanesulfonic acid (S)-3-((2aR,4S,5R)-1-benzoyl-4-benzoylamino-5-hydroxy-1,2,2a,3,4,5-hexahydro-benzo[cd]indol-5-yl)-2-methyl-propyl ester
CAS No.:88636-15-1
Molecular Formula:C₃₀H₃₂N₂O₆S
Molecular Weight:548.66
Hs Code.:

Synonyms:Methanesulfonic acid (S)-3-((2aR,4S,5R)-1-benzoyl-4-benzoylamino-5-hydroxy-1,2,2a,3,4,5-hexahydro-benzo[cd]indol-5-yl)-2-methyl-propyl ester

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Chemical Property of Methanesulfonic acid (S)-3-((2aR,4S,5R)-1-benzoyl-4-benzoylamino-5-hydroxy-1,2,2a,3,4,5-hexahydro-benzo[cd]indol-5-yl)-2-methyl-propyl ester

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Technology Process of Methanesulfonic acid (S)-3-((2aR,4S,5R)-1-benzoyl-4-benzoylamino-5-hydroxy-1,2,2a,3,4,5-hexahydro-benzo[cd]indol-5-yl)-2-methyl-propyl ester

There total 5 articles about Methanesulfonic acid (S)-3-((2aR,4S,5R)-1-benzoyl-4-benzoylamino-5-hydroxy-1,2,2a,3,4,5-hexahydro-benzo[cd]indol-5-yl)-2-methyl-propyl 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: 21.0%

: 82359-56-6,88668-87-5
1-benzoyl-4-benzamido-1,2,2a,3,4,5-hexahydro-5-hydroxy-5-(3-hydroxy-2-methylpropyl)benzindole

: 124-63-0
methanesulfonyl chloride

: 82359-57-7
1-benzoyl-4-benzamido-1,2,2a,3,4,5-hexahydro-5-<2-methyl-3-((methylsulfonyl)oxy)propylidene>benzindole

: 88636-14-0
Methanesulfonic acid (R)-3-((S)-1-benzoyl-4-benzoylamino-1,2,2a,3-tetrahydro-benzo[cd]indol-5-yl)-2-methyl-propyl ester

: 88636-15-1
Methanesulfonic acid (S)-3-((2aR,4S,5R)-1-benzoyl-4-benzoylamino-5-hydroxy-1,2,2a,3,4,5-hexahydro-benzo[cd]indol-5-yl)-2-methyl-propyl ester

Guidance literature:: With triethylamine; In tetrahydrofuran; -10 deg C, 30 min, r.t., 1 h;
DOI:10.1021/ja00318a044

Reference yield:

: 74606-98-7
2-benzoylamino-3-(1-benzoyl-2,3-dihydro-indol-3-yl)-propionic acid

: 88636-15-1
Methanesulfonic acid (S)-3-((2aR,4S,5R)-1-benzoyl-4-benzoylamino-5-hydroxy-1,2,2a,3,4,5-hexahydro-benzo[cd]indol-5-yl)-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Ac₂O; 2.) AlCl₃ / 1.) 100 deg C, 15 min; 2.) dichloroethane, reflux, 30 min

2: 83 percent / Zn / I₂ / tetrahydrofuran / 14 h / 50 °C

3: 1.) sodium borohydride; 2.) benzoyl chloride, pyridine / 1.) methanol, r.t., 2 h; 2.) methanol, 0 deg C

4: 4 percent / triethylamine / tetrahydrofuran / -10 deg C, 30 min, r.t., 1 h

With pyridine; sodium tetrahydroborate; aluminium trichloride; acetic anhydride; benzoyl chloride; triethylamine; zinc; iodine; In tetrahydrofuran;
DOI:10.1021/ja00318a044

Reference yield:

: 74606-93-2
1-benzoyl-4-benzamido-1,2,2a,3,4,5-hexahydro-5-hydroxy-α-methylenebenzindole-5-propionic acid, γ-lactone

: 88636-15-1
Methanesulfonic acid (S)-3-((2aR,4S,5R)-1-benzoyl-4-benzoylamino-5-hydroxy-1,2,2a,3,4,5-hexahydro-benzo[cd]indol-5-yl)-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) sodium borohydride; 2.) benzoyl chloride, pyridine / 1.) methanol, r.t., 2 h; 2.) methanol, 0 deg C

2: 4 percent / triethylamine / tetrahydrofuran / -10 deg C, 30 min, r.t., 1 h

With pyridine; sodium tetrahydroborate; benzoyl chloride; triethylamine; In tetrahydrofuran;
DOI:10.1021/ja00318a044