benzyl <1(S)-<(benzyloxycarbonyl)amino>ethyl>(2(R)-carbomethoxy-2-propyl)phosphinate

Base Information

Chemical Name:benzyl <1(S)-<(benzyloxycarbonyl)amino>ethyl>(2(R)-carbomethoxy-2-propyl)phosphinate
CAS No.:115047-86-4
Molecular Formula:C₂₂H₂₈NO₆P
Molecular Weight:433.441
Hs Code.:

Synonyms:benzyl <1(S)-<(benzyloxycarbonyl)amino>ethyl>(2(R)-carbomethoxy-2-propyl)phosphinate

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Chemical Property of benzyl <1(S)-<(benzyloxycarbonyl)amino>ethyl>(2(R)-carbomethoxy-2-propyl)phosphinate

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Technology Process of benzyl <1(S)-<(benzyloxycarbonyl)amino>ethyl>(2(R)-carbomethoxy-2-propyl)phosphinate

There total 4 articles about benzyl <1(S)-<(benzyloxycarbonyl)amino>ethyl>(2(R)-carbomethoxy-2-propyl)phosphinate 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: 78.0%

: 115047-85-3
<1(S)-<(benzyloxycarbonyl)amino>ethyl>(2(R)-carbomethoxy-2-propyl)phosphinic acid

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

: 115047-86-4
benzyl <1(S)-<(benzyloxycarbonyl)amino>ethyl>(2(R)-carbomethoxy-2-propyl)phosphinate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; Ambient temperature;
DOI:10.1021/jm00117a017

Reference yield:

: 115047-84-2
<1(S)-<(benzyloxycarbonyl)amino>ethyl>(2-carbomethoxy-2-propenyl)phosphinic acid

: 115047-86-4
benzyl <1(S)-<(benzyloxycarbonyl)amino>ethyl>(2(R)-carbomethoxy-2-propyl)phosphinate

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogen, (-)-2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane / 1,5-cyclooctadienerhodium(I) chloride dimer / methanol; benzene / 3 h / 2068.6 Torr

2: 78 percent / dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / tetrahydrofuran / Ambient temperature

With dmap; hydrogen; (-)-2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphanyl)butane; dicyclohexyl-carbodiimide; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In tetrahydrofuran; methanol; benzene;
DOI:10.1021/jm00117a017

Reference yield:

: 115047-83-1
methyl <1(S)-<(benzyloxycarbonyl)amino>ethyl>(2-carbomethoxy-2-propenyl)phosphinate

: 115047-86-4
benzyl <1(S)-<(benzyloxycarbonyl)amino>ethyl>(2(R)-carbomethoxy-2-propyl)phosphinate

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / anhydrous lithium iodide / tetrahydrofuran / 72 h / Ambient temperature

2: hydrogen, (-)-2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane / 1,5-cyclooctadienerhodium(I) chloride dimer / methanol; benzene / 3 h / 2068.6 Torr

3: 78 percent / dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / tetrahydrofuran / Ambient temperature

With dmap; hydrogen; (-)-2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphanyl)butane; dicyclohexyl-carbodiimide; lithium iodide; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In tetrahydrofuran; methanol; benzene;
DOI:10.1021/jm00117a017