(S)-2-[((S)-2-{(S)-2-[Benzyloxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-3-methyl-butyryl}-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-4-sulfamoyl-butyric acid methyl ester

Base Information

Chemical Name:(S)-2-[((S)-2-{(S)-2-[Benzyloxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-3-methyl-butyryl}-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-4-sulfamoyl-butyric acid methyl ester
CAS No.:166169-54-6
Molecular Formula:C₅₅H₆₅N₅O₁₀S₂
Molecular Weight:1020.28
Hs Code.:

(S)-2-[((S)-2-{(S)-2-[Benzyloxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-3-methyl-butyryl}-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-4-sulfamoyl-butyric acid methyl ester

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Chemical Property of (S)-2-[((S)-2-{(S)-2-[Benzyloxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-3-methyl-butyryl}-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-4-sulfamoyl-butyric acid methyl ester

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Technology Process of (S)-2-[((S)-2-{(S)-2-[Benzyloxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-3-methyl-butyryl}-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-4-sulfamoyl-butyric acid methyl ester

There total 6 articles about (S)-2-[((S)-2-{(S)-2-[Benzyloxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-3-methyl-butyryl}-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-4-sulfamoyl-butyric acid methyl 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:

: 6306-52-1
L-valine methylester hydrochloride

: 166169-54-6
(S)-2-[((S)-2-{(S)-2-[Benzyloxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-3-methyl-butyryl}-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-4-sulfamoyl-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 6 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: N,N-diisopropylethylamine, Bop / acetonitrile; dimethylformamide / 16 h

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

: 166169-54-6
(S)-2-[((S)-2-{(S)-2-[Benzyloxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-3-methyl-butyryl}-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-4-sulfamoyl-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 6 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: N,N-diisopropylethylamine, Bop / acetonitrile; dimethylformamide / 16 h

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:

: 166169-42-2
(R*)-N-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<(triphenylmethyl)thio>propyl>carbonyl>-N-(benzyloxycarbonyl)-L-valine

: 166169-54-6
(S)-2-[((S)-2-{(S)-2-[Benzyloxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-3-methyl-butyryl}-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-4-sulfamoyl-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / N,N-diisopropylethylamine, Bop-Cl / CH₂Cl₂ / 16 h / 0 °C

2: 100 percent / 1 N LiOH / tetrahydrofuran; methanol / 16 h / Ambient temperature

3: N,N-diisopropylethylamine, Bop / acetonitrile; dimethylformamide / 16 h

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