(R)-2-((2S,5S,7S)-2-Formyl-1,6-dioxa-spiro[4.5]dec-7-yl)-N-phenyl-propionamide

Base Information

Chemical Name:(R)-2-((2S,5S,7S)-2-Formyl-1,6-dioxa-spiro[4.5]dec-7-yl)-N-phenyl-propionamide
CAS No.:499992-17-5
Molecular Formula:C₁₈H₂₃NO₄
Molecular Weight:317.385
Hs Code.:

Synonyms:(R)-2-((2S,5S,7S)-2-Formyl-1,6-dioxa-spiro[4.5]dec-7-yl)-N-phenyl-propionamide

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Chemical Property of (R)-2-((2S,5S,7S)-2-Formyl-1,6-dioxa-spiro[4.5]dec-7-yl)-N-phenyl-propionamide

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Technology Process of (R)-2-((2S,5S,7S)-2-Formyl-1,6-dioxa-spiro[4.5]dec-7-yl)-N-phenyl-propionamide

There total 7 articles about (R)-2-((2S,5S,7S)-2-Formyl-1,6-dioxa-spiro[4.5]dec-7-yl)-N-phenyl-propionamide 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: 91.0%

: 499992-27-7
(R)-2-((2S,5S,7S)-2-Hydroxymethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-N-phenyl-propionamide

: 499992-17-5
(R)-2-((2S,5S,7S)-2-Formyl-1,6-dioxa-spiro[4.5]dec-7-yl)-N-phenyl-propionamide

Guidance literature:: With pyridine-SO₃ complex; triethylamine; In dichloromethane; dimethyl sulfoxide; at -10 ℃;
DOI:10.1002/1521-3773(20021202)41:23<4569::AID-ANIE4569>3.0.CO;2-V

Reference yield:

: 499992-07-3
(2R,3S)-3-Hydroxy-2-methyl-oct-7-enoic acid phenylamide

: 499992-17-5
(R)-2-((2S,5S,7S)-2-Formyl-1,6-dioxa-spiro[4.5]dec-7-yl)-N-phenyl-propionamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: O₃ / methanol

1.2: dimethylsulfide / methanol / -78 °C

1.3: 96 percent / camphorsulfonic acid

2.1: acetonitrile / 60 °C

3.1: n-butyllithium / tetrahydrofuran / -78 °C

4.1: camphorsulfonic acid / methanol; CH₂Cl₂

5.1: 94 percent / LiBH₄ / tetrahydrofuran / -10 °C

6.1: 91 percent / SO₃*pyridine; triethylamine / CH₂Cl₂; dimethylsulfoxide / -10 °C

With lithium borohydride; n-butyllithium; pyridine-SO₃ complex; camphor-10-sulfonic acid; ozone; triethylamine; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; acetonitrile; 3.1: Wittig coupling / 6.1: Parikh-Doering oxidation;
DOI:10.1002/1521-3773(20021202)41:23<4569::AID-ANIE4569>3.0.CO;2-V

Reference yield:

: 499992-08-4
(R)-2-((S)-6-Methoxy-tetrahydro-pyran-2-yl)-N-phenyl-propionamide

: 499992-17-5
(R)-2-((2S,5S,7S)-2-Formyl-1,6-dioxa-spiro[4.5]dec-7-yl)-N-phenyl-propionamide

Guidance literature:: Multi-step reaction with 5 steps

1: acetonitrile / 60 °C

2: n-butyllithium / tetrahydrofuran / -78 °C

3: camphorsulfonic acid / methanol; CH₂Cl₂

4: 94 percent / LiBH₄ / tetrahydrofuran / -10 °C

5: 91 percent / SO₃*pyridine; triethylamine / CH₂Cl₂; dimethylsulfoxide / -10 °C

With lithium borohydride; n-butyllithium; pyridine-SO₃ complex; camphor-10-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; acetonitrile; 2: Wittig coupling / 5: Parikh-Doering oxidation;
DOI:10.1002/1521-3773(20021202)41:23<4569::AID-ANIE4569>3.0.CO;2-V