[(1S,2S,4R)-1-Benzyl-5-(4-benzyloxy-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-4-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:[(1S,2S,4R)-1-Benzyl-5-(4-benzyloxy-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-4-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester
CAS No.:138499-15-7
Molecular Formula:C₄₆H₆₀N₂O₆Si
Molecular Weight:765.078
Hs Code.:

[(1S,2S,4R)-1-Benzyl-5-(4-benzyloxy-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-4-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester

Synonyms:[(1S,2S,4R)-1-Benzyl-5-(4-benzyloxy-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-4-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester

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Chemical Property of [(1S,2S,4R)-1-Benzyl-5-(4-benzyloxy-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-4-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester

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Technology Process of [(1S,2S,4R)-1-Benzyl-5-(4-benzyloxy-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-4-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester

There total 9 articles about [(1S,2S,4R)-1-Benzyl-5-(4-benzyloxy-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-4-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester 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: 66.0%

: 7480-35-5,13286-59-4,74165-73-4,126456-43-7,136030-00-7,140632-19-5,140632-20-8
(1S,2R)-1-amino-2-indanol

: 126410-42-2
5(S)-<(tert-butyloxycarbonyl)amino>-4(S)-<(tert-butyldimethylsilyl)oxy>-6-phenyl-2(R)-<<4-(benzyloxy)phenyl>methyl>hexanoic acid

: 138499-15-7
[(1S,2S,4R)-1-Benzyl-5-(4-benzyloxy-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-4-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester

Guidance literature:: With 4-methyl-morpholine; dimethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride; 1-hydroxybenzotriazol-hydrate; In N,N-dimethyl-formamide; for 17h;
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

: 138499-15-7
[(1S,2S,4R)-1-Benzyl-5-(4-benzyloxy-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-4-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 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

With 4-methyl-morpholine; sodium hydroxide; dimethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride; 1-hydroxybenzotriazol-hydrate; triethylamine; trifluoroacetic acid; In 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

: 138499-15-7
[(1S,2S,4R)-1-Benzyl-5-(4-benzyloxy-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-4-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 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

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