(S,R)-N-<<2-amino>-3-<(triphenylmethyl)thio>propyl>-N-(benzyloxycarbonyl)-L-valyl>-1,2,3,4-tetrahydro-3-isoquinolinyl>carbonyl>-L-norleucine

Base Information

Chemical Name:(S*,R*)-N-<<2-amino>-3-<(triphenylmethyl)thio>propyl>-N-(benzyloxycarbonyl)-L-valyl>-1,2,3,4-tetrahydro-3-isoquinolinyl>carbonyl>-L-norleucine
CAS No.:166169-52-4
Molecular Formula:C₅₆H₆₆N₄O₈S
Molecular Weight:955.228
Hs Code.:

(S*,R*)-N-<<2-<N-<2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<(triphenylmethyl)thio>propyl>-N-(benzyloxycarbonyl)-L-valyl>-1,2,3,4-tetrahydro-3-isoquinolinyl>carbonyl>-L-norleucine

Synonyms:(S*,R*)-N-<<2-amino>-3-<(triphenylmethyl)thio>propyl>-N-(benzyloxycarbonyl)-L-valyl>-1,2,3,4-tetrahydro-3-isoquinolinyl>carbonyl>-L-norleucine

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Chemical Property of (S*,R*)-N-<<2-amino>-3-<(triphenylmethyl)thio>propyl>-N-(benzyloxycarbonyl)-L-valyl>-1,2,3,4-tetrahydro-3-isoquinolinyl>carbonyl>-L-norleucine

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Technology Process of (S*,R*)-N-<<2-amino>-3-<(triphenylmethyl)thio>propyl>-N-(benzyloxycarbonyl)-L-valyl>-1,2,3,4-tetrahydro-3-isoquinolinyl>carbonyl>-L-norleucine

There total 7 articles about (S*,R*)-N-<<2-amino>-3-<(triphenylmethyl)thio>propyl>-N-(benzyloxycarbonyl)-L-valyl>-1,2,3,4-tetrahydro-3-isoquinolinyl>carbonyl>-L-norleucine 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%

: 166169-51-3
(S*,R*)-N-<<2-amino>-3-<(triphenylmethyl)thio>propyl>-N-(benzyloxycarbonyl)-L-valyl>-1,2,3,4-tetrahydro-3-isoquinolinyl>carbonyl>-L-norleucine methyl ester

: 166169-52-4
(S*,R*)-N-<<2-amino>-3-<(triphenylmethyl)thio>propyl>-N-(benzyloxycarbonyl)-L-valyl>-1,2,3,4-tetrahydro-3-isoquinolinyl>carbonyl>-L-norleucine

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; for 4h; Ambient temperature;
DOI:10.1021/jm950642a

Reference yield:

: 6306-52-1
L-valine methylester hydrochloride

: 166169-52-4
(S*,R*)-N-<<2-amino>-3-<(triphenylmethyl)thio>propyl>-N-(benzyloxycarbonyl)-L-valyl>-1,2,3,4-tetrahydro-3-isoquinolinyl>carbonyl>-L-norleucine

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) acetic acid, 2.) NaBH₃CN / 1.) MeOH, RT, 30 min, 2.) MeOH, THF, RT, 2 h

2: 92 percent / diisopropylethylamine / CH₂Cl₂ / 16 h / 0 - 20 °C

3: 100 percent / 2 N LiOH / tetrahydrofuran; methanol / 16 h / Ambient temperature

4: 72 percent / N,N-diisopropylethylamine, Bop-Cl / CH₂Cl₂ / 16 h / 0 °C

5: 100 percent / 1 N LiOH / tetrahydrofuran; methanol / 16 h / Ambient temperature

6: 79 percent / N,N-diisopropylethylamine, Bop / acetonitrile; dimethylformamide / 16 h

7: 98 percent / 2 N LiOH / tetrahydrofuran / 4 h / Ambient temperature

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

Reference yield:

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

: 166169-52-4
(S*,R*)-N-<<2-amino>-3-<(triphenylmethyl)thio>propyl>-N-(benzyloxycarbonyl)-L-valyl>-1,2,3,4-tetrahydro-3-isoquinolinyl>carbonyl>-L-norleucine

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) acetic acid, 2.) NaBH₃CN / 1.) MeOH, RT, 30 min, 2.) MeOH, THF, RT, 2 h

2: 92 percent / diisopropylethylamine / CH₂Cl₂ / 16 h / 0 - 20 °C

3: 100 percent / 2 N LiOH / tetrahydrofuran; methanol / 16 h / Ambient temperature

4: 72 percent / N,N-diisopropylethylamine, Bop-Cl / CH₂Cl₂ / 16 h / 0 °C

5: 100 percent / 1 N LiOH / tetrahydrofuran; methanol / 16 h / Ambient temperature

6: 79 percent / N,N-diisopropylethylamine, Bop / acetonitrile; dimethylformamide / 16 h

7: 98 percent / 2 N LiOH / tetrahydrofuran / 4 h / Ambient temperature

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