(R,S)-N-<<2-amino>-3-<(triphenylmethyl)thio>propyl>-3-methyl-L-valyl>-1,2,3,4-tetrahydro-3-isoquinolinyl>carbonyl>-L-glutamine tert-butyl ester

Base Information

Chemical Name:(R*,S*)-N-<<2-amino>-3-<(triphenylmethyl)thio>propyl>-3-methyl-L-valyl>-1,2,3,4-tetrahydro-3-isoquinolinyl>carbonyl>-L-glutamine tert-butyl ester
CAS No.:166169-87-5
Molecular Formula:C₅₂H₆₇N₅O₇S
Molecular Weight:906.199
Hs Code.:

(R*,S*)-N-<<2-<N-<2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<(triphenylmethyl)thio>propyl>-3-methyl-L-valyl>-1,2,3,4-tetrahydro-3-isoquinolinyl>carbonyl>-L-glutamine tert-butyl ester

Synonyms:(R*,S*)-N-<<2-amino>-3-<(triphenylmethyl)thio>propyl>-3-methyl-L-valyl>-1,2,3,4-tetrahydro-3-isoquinolinyl>carbonyl>-L-glutamine tert-butyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R*,S*)-N-<<2-amino>-3-<(triphenylmethyl)thio>propyl>-3-methyl-L-valyl>-1,2,3,4-tetrahydro-3-isoquinolinyl>carbonyl>-L-glutamine tert-butyl ester

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Technology Process of (R*,S*)-N-<<2-amino>-3-<(triphenylmethyl)thio>propyl>-3-methyl-L-valyl>-1,2,3,4-tetrahydro-3-isoquinolinyl>carbonyl>-L-glutamine tert-butyl ester

There total 6 articles about (R*,S*)-N-<<2-amino>-3-<(triphenylmethyl)thio>propyl>-3-methyl-L-valyl>-1,2,3,4-tetrahydro-3-isoquinolinyl>carbonyl>-L-glutamine 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: 67.0%

: 149910-63-4
N-α-(tert-butoxycarbonyl)-S-(triphenylmethyl)-L-cysteinal

: (R^*)-N²-<<1,2,3,4-tetrahydro-2-(3-methyl-L-valyl)-3-isoquinolinyl>carbonyl>-L-glutamine, 1,1-dimethylethyl ester, hydrochloride

: 166169-87-5
(R*,S*)-N-<<2-amino>-3-<(triphenylmethyl)thio>propyl>-3-methyl-L-valyl>-1,2,3,4-tetrahydro-3-isoquinolinyl>carbonyl>-L-glutamine tert-butyl ester

Guidance literature:: With sodium cyanoborohydride; acetic acid; In methanol; for 2.25h; Ambient temperature;
DOI:10.1021/jm950642a

Reference yield:

: 62965-10-0
(S)-N-carbobenzoxy-tert-butylleucine

: 166169-87-5
(R*,S*)-N-<<2-amino>-3-<(triphenylmethyl)thio>propyl>-3-methyl-L-valyl>-1,2,3,4-tetrahydro-3-isoquinolinyl>carbonyl>-L-glutamine tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 45 percent / N,N-diisopropylethylamine, Bop-Cl / CH₂Cl₂ / a) from 0 deg C to 5 deg C, 2 h, b) 5 deg C, 16 h

2: 100 percent / 1 N NaOH / methanol / 2 h / Ambient temperature

3: 87 percent / N,N-diisopropylethylamine, Bop / acetonitrile; dimethylformamide / 16 h / Ambient temperature

4: 100 percent / H₂, 1 N HCl / 10percent palladium hydroxide/C / tetrahydrofuran / 3 h

5: 67 percent / acetic acid, sodium cyanoborohydride / methanol / 2.25 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium cyanoborohydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine; palladium hydroxide - carbon; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm950642a

Reference yield:

: 78183-55-8
(S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid, methyl ester, hydrochloride

: 166169-87-5
(R*,S*)-N-<<2-amino>-3-<(triphenylmethyl)thio>propyl>-3-methyl-L-valyl>-1,2,3,4-tetrahydro-3-isoquinolinyl>carbonyl>-L-glutamine tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 45 percent / N,N-diisopropylethylamine, Bop-Cl / CH₂Cl₂ / a) from 0 deg C to 5 deg C, 2 h, b) 5 deg C, 16 h

2: 100 percent / 1 N NaOH / methanol / 2 h / Ambient temperature

3: 87 percent / N,N-diisopropylethylamine, Bop / acetonitrile; dimethylformamide / 16 h / Ambient temperature

4: 100 percent / H₂, 1 N HCl / 10percent palladium hydroxide/C / tetrahydrofuran / 3 h

5: 67 percent / acetic acid, sodium cyanoborohydride / methanol / 2.25 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium cyanoborohydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine; palladium hydroxide - carbon; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm950642a