{4-[8-(3-Hydroxy-propoxy)-4-methoxy-naphthalen-1-ylmethyl]-benzenesulfonylamino}-acetic acid methyl ester

Base Information

Chemical Name:{4-[8-(3-Hydroxy-propoxy)-4-methoxy-naphthalen-1-ylmethyl]-benzenesulfonylamino}-acetic acid methyl ester
CAS No.:181043-08-3
Molecular Formula:C₂₄H₂₇NO₇S
Molecular Weight:473.547
Hs Code.:

Synonyms:{4-[8-(3-Hydroxy-propoxy)-4-methoxy-naphthalen-1-ylmethyl]-benzenesulfonylamino}-acetic acid methyl ester

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Chemical Property of {4-[8-(3-Hydroxy-propoxy)-4-methoxy-naphthalen-1-ylmethyl]-benzenesulfonylamino}-acetic acid methyl ester

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Technology Process of {4-[8-(3-Hydroxy-propoxy)-4-methoxy-naphthalen-1-ylmethyl]-benzenesulfonylamino}-acetic acid methyl ester

There total 8 articles about {4-[8-(3-Hydroxy-propoxy)-4-methoxy-naphthalen-1-ylmethyl]-benzenesulfonylamino}-acetic acid methyl 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: 87.0%

: 181043-05-0
{4-[8-(3-Benzyloxy-propoxy)-4-methoxy-naphthalen-1-ylmethyl]-benzenesulfonylamino}-acetic acid methyl ester

: 181043-08-3
{4-[8-(3-Hydroxy-propoxy)-4-methoxy-naphthalen-1-ylmethyl]-benzenesulfonylamino}-acetic acid methyl ester

Guidance literature:: With boron trifluoride diethyl etherate; sodium iodide; In acetonitrile; 1.) 0 deg C, 1 h, 2.) r.t., 3 h;
DOI:10.1039/p19960001583

Reference yield:

: 67243-03-2
5-hydroxy-1-methoxy-4-naphthalenecarboxaldehyde

: 181043-08-3
{4-[8-(3-Hydroxy-propoxy)-4-methoxy-naphthalen-1-ylmethyl]-benzenesulfonylamino}-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / K₂CO₃ / acetone / 6 h / Heating

2: 79 percent / BuLi / diethyl ether; hexane / 1.) reflux, 0.5 h, 2.) r.t., 2.5 h

3: 86 percent / NaBH₄, HOAc, TFA / CH₂Cl₂ / 4 h / Ambient temperature

4: 1.) BH₃*Me₂S, 2.) 1 M aq. NaOH, 30percent H₂O₂ / 1.) THF, r.t., 2.5 h, 2.) EtOH, reflux, 1.5 h

5: 75 percent / 50percent aq. NaOH, Bu₄NOH / benzene / Ambient temperature

6: 1.) n-BuLi, TMEDA, SO₂, 2.) aq. sodium phosphate, NCS / 1.) Et₂O, hexane, 0 deg C, 1 h; -78 deg C, 15 min; -78 deg C to r.t., 1 h, 2.) AcOEt, 0.5 h

7: 75 percent / N-methylmorpholine / acetonitrile / 3 h / Ambient temperature

8: 87 percent / BF₃*Et₂O, NaI / acetonitrile / 1.) 0 deg C, 1 h, 2.) r.t., 3 h

With 4-methyl-morpholine; sodium hydroxide; sodium tetrahydroborate; N-chloro-succinimide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; dimethylsulfide borane complex; boron trifluoride diethyl etherate; sulfur dioxide; tetra(n-butyl)ammonium hydroxide; dihydrogen peroxide; potassium carbonate; acetic acid; sodium phosphate; trifluoroacetic acid; sodium iodide; In diethyl ether; hexane; dichloromethane; acetone; acetonitrile; benzene;
DOI:10.1039/p19960001583

Reference yield:

: 181042-98-8
8-Allyloxy-4-methoxy-1-naphthaldehyde

: 181043-08-3
{4-[8-(3-Hydroxy-propoxy)-4-methoxy-naphthalen-1-ylmethyl]-benzenesulfonylamino}-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 79 percent / BuLi / diethyl ether; hexane / 1.) reflux, 0.5 h, 2.) r.t., 2.5 h

2: 86 percent / NaBH₄, HOAc, TFA / CH₂Cl₂ / 4 h / Ambient temperature

3: 1.) BH₃*Me₂S, 2.) 1 M aq. NaOH, 30percent H₂O₂ / 1.) THF, r.t., 2.5 h, 2.) EtOH, reflux, 1.5 h

4: 75 percent / 50percent aq. NaOH, Bu₄NOH / benzene / Ambient temperature

5: 1.) n-BuLi, TMEDA, SO₂, 2.) aq. sodium phosphate, NCS / 1.) Et₂O, hexane, 0 deg C, 1 h; -78 deg C, 15 min; -78 deg C to r.t., 1 h, 2.) AcOEt, 0.5 h

6: 75 percent / N-methylmorpholine / acetonitrile / 3 h / Ambient temperature

7: 87 percent / BF₃*Et₂O, NaI / acetonitrile / 1.) 0 deg C, 1 h, 2.) r.t., 3 h

With 4-methyl-morpholine; sodium hydroxide; sodium tetrahydroborate; N-chloro-succinimide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; dimethylsulfide borane complex; boron trifluoride diethyl etherate; sulfur dioxide; tetra(n-butyl)ammonium hydroxide; dihydrogen peroxide; acetic acid; sodium phosphate; trifluoroacetic acid; sodium iodide; In diethyl ether; hexane; dichloromethane; acetonitrile; benzene;
DOI:10.1039/p19960001583