(2S,4S,5S,7S)-benzyl-4-acetoxy-5-(benzyloxycarbonylamino)-2-isopropyl-7-(4-methoxy-3-(3-methoxypropoxy)benzyl)-8-methylnonanoate

Base Information

Chemical Name:(2S,4S,5S,7S)-benzyl-4-acetoxy-5-(benzyloxycarbonylamino)-2-isopropyl-7-(4-methoxy-3-(3-methoxypropoxy)benzyl)-8-methylnonanoate
CAS No.:1351987-37-5
Molecular Formula:C₄₂H₅₇NO₉
Molecular Weight:719.916
Hs Code.:

Synonyms:(2S,4S,5S,7S)-benzyl-4-acetoxy-5-(benzyloxycarbonylamino)-2-isopropyl-7-(4-methoxy-3-(3-methoxypropoxy)benzyl)-8-methylnonanoate

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Chemical Property of (2S,4S,5S,7S)-benzyl-4-acetoxy-5-(benzyloxycarbonylamino)-2-isopropyl-7-(4-methoxy-3-(3-methoxypropoxy)benzyl)-8-methylnonanoate

Chemical Property:

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Technology Process of (2S,4S,5S,7S)-benzyl-4-acetoxy-5-(benzyloxycarbonylamino)-2-isopropyl-7-(4-methoxy-3-(3-methoxypropoxy)benzyl)-8-methylnonanoate

There total 28 articles about (2S,4S,5S,7S)-benzyl-4-acetoxy-5-(benzyloxycarbonylamino)-2-isopropyl-7-(4-methoxy-3-(3-methoxypropoxy)benzyl)-8-methylnonanoate 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: 71.0%

: 1351987-36-4
(2S,3S,5S)-3-acetoxy-5-(benzyloxycarbonyl)-2-((R)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)-6-methylheptanoic acid

: 100-51-6,185532-71-2
benzyl alcohol

: 1351987-37-5
(2S,4S,5S,7S)-benzyl-4-acetoxy-5-(benzyloxycarbonylamino)-2-isopropyl-7-(4-methoxy-3-(3-methoxypropoxy)benzyl)-8-methylnonanoate

Guidance literature:: (2S,3S,5S)-3-acetoxy-5-(benzyloxycarbonyl)-2-((R)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)-6-methylheptanoic acid; With diphenyl phosphoryl azide; triethylamine; In toluene; at 80 ℃; for 1h; Inert atmosphere;

benzyl alcohol; In toluene; for 8h; Inert atmosphere; Reflux;
DOI:10.1021/acs.oprd.5b00396

Reference yield:

: 172900-75-3
4-methoxy-3-(3-methoxypropoxy)benzaldehyde

: 1351987-37-5
(2S,4S,5S,7S)-benzyl-4-acetoxy-5-(benzyloxycarbonylamino)-2-isopropyl-7-(4-methoxy-3-(3-methoxypropoxy)benzyl)-8-methylnonanoate

Guidance literature:: Multi-step reaction with 12 steps

1.1: lithium diisopropyl amide / n-heptane; benzene; tetrahydrofuran / 1 h / -40 °C / Inert atmosphere

1.2: 2.25 h / -40 °C

2.1: camphor-10-sulfonic acid / toluene / Dean-Stark system; Reflux

3.1: hydrogen / palladium 10% on activated carbon / methanol / 18 h / 20 °C / 760.05 Torr

4.1: hydrogenchloride; 2-amino-2-hydroxymethyl-1,3-propanediol; water; HLAP / 48 h / 40 °C / Enzymatic reaction

4.2: 20 °C / pH 3.5

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 40 °C / Inert atmosphere

5.2: 20 °C

6.1: triethylamine / toluene / 1.5 h / 0 - 20 °C / Inert atmosphere

7.1: sodium iodide / acetonitrile / Inert atmosphere; Reflux

8.1: N,N-dimethyl acetamide / 24 h / 25 °C / Inert atmosphere

9.1: triethylamine / dmap / 3 h / Inert atmosphere

10.1: trifluoroacetic acid / 1 h / 20 °C / Inert atmosphere

11.1: triethylamine; hydrogen / (R)-(-)-4,12-bis(diphenylphosphino)[2.2]paracyclophane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate / ethanol / 6 h / 60 °C / 22502.3 Torr / Autoclave

12.1: triethylamine; diphenyl phosphoryl azide / toluene / 1 h / 80 °C / Inert atmosphere

12.2: 8 h / 50 °C / Reflux

With hydrogenchloride; lithium aluminium tetrahydride; diphenyl phosphoryl azide; HLAP; water; hydrogen; triethylamine; 2-amino-2-hydroxymethyl-1,3-propanediol; trifluoroacetic acid; sodium iodide; lithium diisopropyl amide; dmap; (R)-(-)-4,12-bis(diphenylphosphino)[2.2]paracyclophane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; palladium 10% on activated carbon; camphor-10-sulfonic acid; In tetrahydrofuran; methanol; ethanol; n-heptane; N,N-dimethyl acetamide; toluene; acetonitrile; benzene;

Reference yield:

: 172900-71-9
(R)-3-[4-methoxy-3-(3-methoxypropoxy)phenyl]-2-(1-methylethyl)propanoic acid

: 1351987-37-5
(2S,4S,5S,7S)-benzyl-4-acetoxy-5-(benzyloxycarbonylamino)-2-isopropyl-7-(4-methoxy-3-(3-methoxypropoxy)benzyl)-8-methylnonanoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 40 °C / Inert atmosphere

1.2: 20 °C

2.1: triethylamine / toluene / 1.5 h / 0 - 20 °C / Inert atmosphere

3.1: sodium iodide / acetonitrile / Inert atmosphere; Reflux

4.1: N,N-dimethyl acetamide / 24 h / 25 °C / Inert atmosphere

5.1: triethylamine / dmap / 3 h / Inert atmosphere

6.1: trifluoroacetic acid / 1 h / 20 °C / Inert atmosphere

7.1: triethylamine; hydrogen / (R)-(-)-4,12-bis(diphenylphosphino)[2.2]paracyclophane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate / ethanol / 6 h / 60 °C / 22502.3 Torr / Autoclave

8.1: triethylamine; diphenyl phosphoryl azide / toluene / 1 h / 80 °C / Inert atmosphere

8.2: 8 h / 50 °C / Reflux

With lithium aluminium tetrahydride; diphenyl phosphoryl azide; hydrogen; triethylamine; trifluoroacetic acid; sodium iodide; dmap; (R)-(-)-4,12-bis(diphenylphosphino)[2.2]paracyclophane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; In tetrahydrofuran; ethanol; N,N-dimethyl acetamide; toluene; acetonitrile;