(S)-3-Amino-1-((1R,2R,4R)-2-hydroxy-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-5-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-pentan-1-one

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Chemical Name:(S)-3-Amino-1-((1R,2R,4R)-2-hydroxy-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-5-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-pentan-1-one
CAS No.:450370-73-7
Molecular Formula:C₄₉H₆₁NO₇
Molecular Weight:776.026
Hs Code.:

(S)-3-Amino-1-((1R,2R,4R)-2-hydroxy-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-5-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-pentan-1-one

Synonyms:(S)-3-Amino-1-((1R,2R,4R)-2-hydroxy-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-5-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-pentan-1-one

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Chemical Property of (S)-3-Amino-1-((1R,2R,4R)-2-hydroxy-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-5-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-pentan-1-one

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Technology Process of (S)-3-Amino-1-((1R,2R,4R)-2-hydroxy-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-5-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-pentan-1-one

There total 14 articles about (S)-3-Amino-1-((1R,2R,4R)-2-hydroxy-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-5-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-pentan-1-one 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:

: 450370-62-4
{(S)-3-((1R,2R,4R)-2-Hydroxy-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-3-oxo-1-[2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-propyl}-carbamic acid benzyl ester

: 450370-73-7
(S)-3-Amino-1-((1R,2R,4R)-2-hydroxy-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-5-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-pentan-1-one

Guidance literature:: With ammonium acetate; hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; under 760.051 Torr;
DOI:10.1021/ja026250s

Reference yield:

: 3879-79-6,17791-37-6,19488-61-0,53008-63-2,61330-62-9,69237-94-1,69237-95-2,71526-33-5,83462-67-3,84799-77-9,103421-29-0,103421-30-3,139241-42-2
methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

: 450370-73-7
(S)-3-Amino-1-((1R,2R,4R)-2-hydroxy-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-5-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-pentan-1-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 20 °C

2.1: 9-borabicyclo[3.3.1]nonane dimer / tetrahydrofuran / 16 h / 65 °C

2.2: H₂O₂; aq. NaOH / 1 / 1 h / 55 °C

3.1: 1,1,1,3,3,3-hexachloro-propan-2-one; dimethyl sulfoxide; triethylamine / dichloromethane / 0.08 h / -78 °C

4.1: formic acid / tetrahydrofuran / 16 h

5.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.42 h / -78 °C

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

7.1: trifluoroacetic acid / dichloromethane / 1 h / 0 °C

With 9-borabicyclo[3.3.1]nonane dimer; formic acid; 1,1,1,3,3,3-hexachloro-propan-2-one; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; acetonitrile; 3.1: Swern oxidation / 5.1: Mannich reaction;
DOI:10.1021/ja026250s

Reference yield:

: 82659-52-7
1-(2,3,4,6-O-tetrabenzyl-α-D-glucopyranosyl)-2-propene

: 450370-73-7
(S)-3-Amino-1-((1R,2R,4R)-2-hydroxy-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-5-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-pentan-1-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: 9-borabicyclo[3.3.1]nonane dimer / tetrahydrofuran / 16 h / 65 °C

1.2: H₂O₂; aq. NaOH / 1 / 1 h / 55 °C

2.1: 1,1,1,3,3,3-hexachloro-propan-2-one; dimethyl sulfoxide; triethylamine / dichloromethane / 0.08 h / -78 °C

3.1: formic acid / tetrahydrofuran / 16 h

4.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.42 h / -78 °C

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

6.1: trifluoroacetic acid / dichloromethane / 1 h / 0 °C

With 9-borabicyclo[3.3.1]nonane dimer; formic acid; 1,1,1,3,3,3-hexachloro-propan-2-one; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 2.1: Swern oxidation / 4.1: Mannich reaction;
DOI:10.1021/ja026250s