Methanesulfonic acid 7-benzyloxy-5-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-2,3,4,5-tetrahydro-1H-naphtho[2,1-b]azepin-1-ylmethyl ester

Base Information

Chemical Name:Methanesulfonic acid 7-benzyloxy-5-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-2,3,4,5-tetrahydro-1H-naphtho[2,1-b]azepin-1-ylmethyl ester
CAS No.:194222-00-9
Molecular Formula:C₃₅H₃₆N₂O₈S
Molecular Weight:644.745
Hs Code.:

Synonyms:Methanesulfonic acid 7-benzyloxy-5-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-2,3,4,5-tetrahydro-1H-naphtho[2,1-b]azepin-1-ylmethyl ester

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Chemical Property of Methanesulfonic acid 7-benzyloxy-5-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-2,3,4,5-tetrahydro-1H-naphtho[2,1-b]azepin-1-ylmethyl ester

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Technology Process of Methanesulfonic acid 7-benzyloxy-5-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-2,3,4,5-tetrahydro-1H-naphtho[2,1-b]azepin-1-ylmethyl ester

There total 7 articles about Methanesulfonic acid 7-benzyloxy-5-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-2,3,4,5-tetrahydro-1H-naphtho[2,1-b]azepin-1-ylmethyl 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: 75.0%

: 124-63-0
methanesulfonyl chloride

: 194221-98-2
(7-Benzyloxy-1-hydroxymethyl-1,2,3,4-tetrahydro-naphtho[2,1-b]azepin-5-yl)-(5,6,7-trimethoxy-1H-indol-2-yl)-methanone

: 194222-00-9
Methanesulfonic acid 7-benzyloxy-5-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-2,3,4,5-tetrahydro-1H-naphtho[2,1-b]azepin-1-ylmethyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 25 ℃; for 1h;
DOI:10.1021/jo9707085

Reference yield:

: 64818-35-5
4-pentenyl mesylate

: 194222-00-9
Methanesulfonic acid 7-benzyloxy-5-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-2,3,4,5-tetrahydro-1H-naphtho[2,1-b]azepin-1-ylmethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / aq. NaOH, BnBu₃NCl / benzene / 12 h / 25 °C

2: 89 percent / Et₃N / (Ph₃P)4Pd / acetonitrile / 4 h / 130 °C

3: HCl / ethyl acetate / 0.67 h

4: 80 percent / EDCI / dimethylformamide / 4.5 h / 25 °C

5: 1.) BH₃*SMe₂, 2.) aq. H₂O₂, aq. NaOH / 1.) THF, 25 deg C, 12 h, 2.) 25 deg C, 1 h; 50 deg C, 1 h

6: 75 percent / Et₃N / CH₂Cl₂ / 1 h / 25 °C

With hydrogenchloride; sodium hydroxide; dimethylsulfide borane complex; dihydrogen peroxide; benzyltri(n-butyl)ammonium chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/jo9707085

Reference yield:

: 161646-53-3
tert-butyl (4-(benzyloxy)-1-iodonaphthalen-2-yl)carbamate

: 194222-00-9
Methanesulfonic acid 7-benzyloxy-5-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-2,3,4,5-tetrahydro-1H-naphtho[2,1-b]azepin-1-ylmethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / aq. NaOH, BnBu₃NCl / benzene / 12 h / 25 °C

2: 89 percent / Et₃N / (Ph₃P)4Pd / acetonitrile / 4 h / 130 °C

3: HCl / ethyl acetate / 0.67 h

4: 80 percent / EDCI / dimethylformamide / 4.5 h / 25 °C

5: 1.) BH₃*SMe₂, 2.) aq. H₂O₂, aq. NaOH / 1.) THF, 25 deg C, 12 h, 2.) 25 deg C, 1 h; 50 deg C, 1 h

6: 75 percent / Et₃N / CH₂Cl₂ / 1 h / 25 °C

With hydrogenchloride; sodium hydroxide; dimethylsulfide borane complex; dihydrogen peroxide; benzyltri(n-butyl)ammonium chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/jo9707085