N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-[1,1-dimethylethoxy-carbonylamino]-4(S)-hydroxy-6-phenyl-2(R)-(4-hydroxyphenylmethyl) hexanamide

Base Information

Chemical Name:N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-[1,1-dimethylethoxy-carbonylamino]-4(S)-hydroxy-6-phenyl-2(R)-(4-hydroxyphenylmethyl) hexanamide
CAS No.:138498-62-1
Molecular Formula:C₃₃H₄₀N₂O₆
Molecular Weight:560.69
Hs Code.:

Synonyms:N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-[1,1-dimethylethoxy-carbonylamino]-4(S)-hydroxy-6-phenyl-2(R)-(4-hydroxyphenylmethyl) hexanamide

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Chemical Property of N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-[1,1-dimethylethoxy-carbonylamino]-4(S)-hydroxy-6-phenyl-2(R)-(4-hydroxyphenylmethyl) hexanamide

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Technology Process of N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-[1,1-dimethylethoxy-carbonylamino]-4(S)-hydroxy-6-phenyl-2(R)-(4-hydroxyphenylmethyl) hexanamide

There total 23 articles about N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-[1,1-dimethylethoxy-carbonylamino]-4(S)-hydroxy-6-phenyl-2(R)-(4-hydroxyphenylmethyl) hexanamide 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: 98.0%

: 126410-44-4
L-692048

: 138498-62-1
N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-[1,1-dimethylethoxy-carbonylamino]-4(S)-hydroxy-6-phenyl-2(R)-(4-hydroxyphenylmethyl) hexanamide

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; for 96h;
DOI:10.1021/jm00088a003

Reference yield:

: 7480-35-5,13286-59-4,74165-73-4,126456-43-7,136030-00-7,140632-19-5,140632-20-8
(+/-)-cis-1-amino-indan-2-ol

: 138498-62-1
N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-[1,1-dimethylethoxy-carbonylamino]-4(S)-hydroxy-6-phenyl-2(R)-(4-hydroxyphenylmethyl) hexanamide

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / 1-hydroxybenzotriazole hydrate, dimethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride, triethylamine / dimethylformamide / 16 h

2: 40 percent / trifluoroacetic acid / CHCl₃ / 2.5 h

3: 93 percent / 20percent aq. NaOH / ethanol / 16 h / Heating

4: 66 percent / 1-hydroxybenzotriazole hydrate, dimethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride, N-methylmorpholine / dimethylformamide / 17 h

5: 8.5 g / tetra-n-butylammonium fluoride / tetrahydrofuran / 20 h

6: 98 percent / H₂ / 10percent Pd/C / tetrahydrofuran; methanol / 96 h

With 4-methyl-morpholine; sodium hydroxide; dimethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride; tetrabutyl ammonium fluoride; hydrogen; 1-hydroxybenzotriazol-hydrate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jm00088a003

Reference yield:

: 7480-35-5,13286-59-4,74165-73-4,126456-43-7,136030-00-7,140632-19-5,140632-20-8
trans-1-aminoindan-2-ol

: 138498-62-1
N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-[1,1-dimethylethoxy-carbonylamino]-4(S)-hydroxy-6-phenyl-2(R)-(4-hydroxyphenylmethyl) hexanamide

Guidance literature:: Multi-step reaction with 9 steps

1: 20percent aq. NaOH / toluene / 24 h

2: SOCl₂ / CH₂Cl₂ / 16 h / Ambient temperature

3: 88 percent / aq. H₂SO₄ / H₂O / 16 h / Heating

4: 97 percent / 1-hydroxybenzotriazole hydrate, dimethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride, triethylamine / dimethylformamide / 16 h

5: 40 percent / trifluoroacetic acid / CHCl₃ / 2.5 h

6: 93 percent / 20percent aq. NaOH / ethanol / 16 h / Heating

7: 66 percent / 1-hydroxybenzotriazole hydrate, dimethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride, N-methylmorpholine / dimethylformamide / 17 h

8: 8.5 g / tetra-n-butylammonium fluoride / tetrahydrofuran / 20 h

9: 98 percent / H₂ / 10percent Pd/C / tetrahydrofuran; methanol / 96 h

With 4-methyl-morpholine; sodium hydroxide; thionyl chloride; dimethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride; sulfuric acid; tetrabutyl ammonium fluoride; hydrogen; 1-hydroxybenzotriazol-hydrate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00088a003