methyl N-<2-<1-(4-chlorobenzyl)-4-methyl-6-<(5-phenylpyridin-2-yl)methoxy>-4,5-dihydro-1H-thiopyrano<2,3,4-cd>indol-2-yl>ethyl>-D,L-alanine

Base Information

Chemical Name:methyl N-<2-<1-(4-chlorobenzyl)-4-methyl-6-<(5-phenylpyridin-2-yl)methoxy>-4,5-dihydro-1H-thiopyrano<2,3,4-cd>indol-2-yl>ethyl>-D,L-alanine
CAS No.:155143-22-9
Molecular Formula:C₃₆H₃₆ClN₃O₃S
Molecular Weight:626.219
Hs Code.:

Synonyms:methyl N-<2-<1-(4-chlorobenzyl)-4-methyl-6-<(5-phenylpyridin-2-yl)methoxy>-4,5-dihydro-1H-thiopyrano<2,3,4-cd>indol-2-yl>ethyl>-D,L-alanine

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Chemical Property of methyl N-<2-<1-(4-chlorobenzyl)-4-methyl-6-<(5-phenylpyridin-2-yl)methoxy>-4,5-dihydro-1H-thiopyrano<2,3,4-cd>indol-2-yl>ethyl>-D,L-alanine

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Technology Process of methyl N-<2-<1-(4-chlorobenzyl)-4-methyl-6-<(5-phenylpyridin-2-yl)methoxy>-4,5-dihydro-1H-thiopyrano<2,3,4-cd>indol-2-yl>ethyl>-D,L-alanine

There total 6 articles about methyl N-<2-<1-(4-chlorobenzyl)-4-methyl-6-<(5-phenylpyridin-2-yl)methoxy>-4,5-dihydro-1H-thiopyrano<2,3,4-cd>indol-2-yl>ethyl>-D,L-alanine 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:

: 155143-17-2
ethyl <1-(4-chlorobenzyl)-4-methyl-6-hydroxy-4,5-dihydro-1H-thiopyrano<2,3,4-cd>indol-2-yl>acetate

: 155143-22-9
methyl N-<2-<1-(4-chlorobenzyl)-4-methyl-6-<(5-phenylpyridin-2-yl)methoxy>-4,5-dihydro-1H-thiopyrano<2,3,4-cd>indol-2-yl>ethyl>-D,L-alanine

Guidance literature:: Multi-step reaction with 4 steps

1: 19 g / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

2: Cs₂CO₃ / acetonitrile; dimethylformamide / Ambient temperature

3: 81 percent / SO₃*pyridine, Et₃N, DMSO / CH₂Cl₂ / 0.5 h

4: 2.) NaBH₃CN / 1.) THF, MeOH, 30 min, 2.) THF, MeOH, 1 h

With lithium aluminium tetrahydride; pyridine-SO₃ complex; sodium cyanoborohydride; caesium carbonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00034a013

Reference yield:

: 150461-49-7
2-<1-(4-chlorobenzyl)-4-methyl-6-<(5-phenylpyridin-2-yl)methoxy>-4,5-dihydro-1H-thiopyrano<2,3,4-c,d>indol-2-yl>ethanol

: 155143-22-9
methyl N-<2-<1-(4-chlorobenzyl)-4-methyl-6-<(5-phenylpyridin-2-yl)methoxy>-4,5-dihydro-1H-thiopyrano<2,3,4-cd>indol-2-yl>ethyl>-D,L-alanine

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / SO₃*pyridine, Et₃N, DMSO / CH₂Cl₂ / 0.5 h

2: 2.) NaBH₃CN / 1.) THF, MeOH, 30 min, 2.) THF, MeOH, 1 h

With pyridine-SO₃ complex; sodium cyanoborohydride; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1021/jm00034a013

Reference yield:

: [5-Allyloxy-3-tert-butylsulfanyl-1-(4-chloro-benzyl)-1H-indol-2-yl]-acetic acid ethyl ester

: 155143-22-9
methyl N-<2-<1-(4-chlorobenzyl)-4-methyl-6-<(5-phenylpyridin-2-yl)methoxy>-4,5-dihydro-1H-thiopyrano<2,3,4-cd>indol-2-yl>ethyl>-D,L-alanine

Guidance literature:: Multi-step reaction with 5 steps

1: 2.) p-TSA / 1.) 1,2-dichlorobenzene, 200 deg C, 7 h, 2.) 1,2-dichlorobenzene, 150 deg C, 30 min

2: 19 g / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

3: Cs₂CO₃ / acetonitrile; dimethylformamide / Ambient temperature

4: 81 percent / SO₃*pyridine, Et₃N, DMSO / CH₂Cl₂ / 0.5 h

5: 2.) NaBH₃CN / 1.) THF, MeOH, 30 min, 2.) THF, MeOH, 1 h

With lithium aluminium tetrahydride; pyridine-SO₃ complex; sodium cyanoborohydride; caesium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00034a013