(2R)-{(1S,2R)-2-[(S)-benzyloxycarbonylamino(phenyl)methyl]-2-methylcyclopropyl}propionic acid

Base Information

Chemical Name:(2R)-{(1S,2R)-2-[(S)-benzyloxycarbonylamino(phenyl)methyl]-2-methylcyclopropyl}propionic acid
CAS No.:833487-73-3
Molecular Formula:C₂₂H₂₅NO₄
Molecular Weight:367.445
Hs Code.:

Synonyms:(2R)-{(1S,2R)-2-[(S)-benzyloxycarbonylamino(phenyl)methyl]-2-methylcyclopropyl}propionic acid

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Chemical Property of (2R)-{(1S,2R)-2-[(S)-benzyloxycarbonylamino(phenyl)methyl]-2-methylcyclopropyl}propionic acid

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Technology Process of (2R)-{(1S,2R)-2-[(S)-benzyloxycarbonylamino(phenyl)methyl]-2-methylcyclopropyl}propionic acid

There total 6 articles about (2R)-{(1S,2R)-2-[(S)-benzyloxycarbonylamino(phenyl)methyl]-2-methylcyclopropyl}propionic acid 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: 97.0%

: 833487-71-1
{(S)-[(1R,2S)-1-methyl-2-((1R)-1-methyl-2-oxoethyl)cyclopropyl](phenyl)methyl}carbamic acid benzyl ester

: 833487-73-3
(2R)-{(1S,2R)-2-[(S)-benzyloxycarbonylamino(phenyl)methyl]-2-methylcyclopropyl}propionic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tetrahydrofuran; water; at 0 ℃; for 1h;
DOI:10.1021/ol0477529

Reference yield:

: 194610-24-7
(4R)-5-(tert-butyldiphenylsilyloxy)-4-methyl-2-pentyne

: 833487-73-3
(2R)-{(1S,2R)-2-[(S)-benzyloxycarbonylamino(phenyl)methyl]-2-methylcyclopropyl}propionic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: HCl

2.1: Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

2.2: 67 percent / aq. Na₂S₂O₃; aq. NaHCO₃ / CH₂Cl₂ / 20 °C

3.1: 97 percent / 2-methyl-2-butene; aq. NaClO₂; aq. NaH₂PO₄*H₂O / tetrahydrofuran / 0 - 20 °C

With hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; 3.1: Dess-Martin oxidation;
DOI:10.1002/adsc.200505171

Reference yield:

: 833487-62-0
{(S)-[(1R,2S)-2-((1R)-2-hydroxy-1-methylethyl)-1-methylcyclopropyl](phenyl)methyl}carbamic acid benzyl ester

: 833487-73-3
(2R)-{(1S,2R)-2-[(S)-benzyloxycarbonylamino(phenyl)methyl]-2-methylcyclopropyl}propionic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

1.2: 67 percent / aq. Na₂S₂O₃; aq. NaHCO₃ / CH₂Cl₂ / 20 °C

2.1: 97 percent / 2-methyl-2-butene; aq. NaClO₂; aq. NaH₂PO₄*H₂O / tetrahydrofuran / 0 - 20 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; 1.1: Dess-Martin oxidation;
DOI:10.1002/adsc.200505171