{(S)-1-[(1S,2R,3R)-1-Benzyl-2-hydroxy-3-[(S)-1-(2-hydroxy-4-methoxy-benzylcarbamoyl)-2-methyl-propylcarbamoyl]-3-(2,3,4-trimethoxy-benzylamino)-propylcarbamoyl]-2,2-dimethyl-propyl}-carbamic acid tert-butyl ester

Base Information

• Chemical Name: {(S)-1-[(1S,2R,3R)-1-Benzyl-2-hydroxy-3-[(S)-1-(2-hydroxy-4-methoxy-benzylcarbamoyl)-2-methyl-propylcarbamoyl]-3-(2,3,4-trimethoxy-benzylamino)-propylcarbamoyl]-2,2-dimethyl-propyl}-carbamic acid tert-butyl ester
• CAS No.: 376644-59-6
• Molecular Formula: C₄₅H₆₅N₅O₁₁
• Molecular Weight: 852.038

Synonyms:

Chemical Property of {(S)-1-[(1S,2R,3R)-1-Benzyl-2-hydroxy-3-[(S)-1-(2-hydroxy-4-methoxy-benzylcarbamoyl)-2-methyl-propylcarbamoyl]-3-(2,3,4-trimethoxy-benzylamino)-propylcarbamoyl]-2,2-dimethyl-propyl}-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(S)-1-[(1S,2R,3R)-1-Benzyl-2-hydroxy-3-[(S)-1-(2-hydroxy-4-methoxy-benzylcarbamoyl)-2-methyl-propylcarbamoyl]-3-(2,3,4-trimethoxy-benzylamino)-propylcarbamoyl]-2,2-dimethyl-propyl}-carbamic acid tert-butyl ester

There total 8 articles about {(S)-1-[(1S,2R,3R)-1-Benzyl-2-hydroxy-3-[(S)-1-(2-hydroxy-4-methoxy-benzylcarbamoyl)-2-methyl-propylcarbamoyl]-3-(2,3,4-trimethoxy-benzylamino)-propylcarbamoyl]-2,2-dimethyl-propyl}-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:

N-tert-butyloxycarbonyl-L-tert-leucine (62965-35-9) + (2R,3R,4S)-4-Amino-3-hydroxy-5-phenyl-2-(2,3,4-trimethoxy-benzylamino)-pentanoic acid [(S)-1-(2-hydroxy-4-methoxy-benzylcarbamoyl)-2-methyl-propyl]-amide (376644-40-5) → {(S)-1-[(1S,2R,3R)-1-Benzyl-2-hydroxy-3-[(S)-1-(2-hydroxy-4-methoxy-benzylcarbamoyl)-2-methyl-propylcarbamoyl]-3-(2,3,4-trimethoxy-benzylamino)-propylcarbamoyl]-2,2-dimethyl-propyl}-carbamic acid tert-butyl ester (376644-59-6)

Guidance literature:

With O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; at 20 ℃;

DOI:10.1016/S0960-894X(02)00178-6

Reference yield:

ethyl (2E,4S)-4-[(tert-butoxycarbonyl)amino]-5-phenylpent-2-enoate (124818-94-6,116246-06-1) → {(S)-1-[(1S,2R,3R)-1-Benzyl-2-hydroxy-3-[(S)-1-(2-hydroxy-4-methoxy-benzylcarbamoyl)-2-methyl-propylcarbamoyl]-3-(2,3,4-trimethoxy-benzylamino)-propylcarbamoyl]-2,2-dimethyl-propyl}-carbamic acid tert-butyl ester (376644-59-6)

Guidance literature:

Multi-step reaction with 6 steps

1: MCPBA / CH₂Cl₂ / 20 °C

2: ethanol / 70 °C

3: 1 N LiOH / tetrahydrofuran / 20 °C

4: TPTU; DIEA / dimethylformamide / 20 °C

5: 4 N HCl / dioxane / 20 °C

6: TPTU; DIEA / N,N-dimethyl-acetamide / 20 °C

With hydrogenchloride; lithium hydroxide; O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)00178-6

Reference yield:

Boc-L-phenylalaninal (72155-45-4) → {(S)-1-[(1S,2R,3R)-1-Benzyl-2-hydroxy-3-[(S)-1-(2-hydroxy-4-methoxy-benzylcarbamoyl)-2-methyl-propylcarbamoyl]-3-(2,3,4-trimethoxy-benzylamino)-propylcarbamoyl]-2,2-dimethyl-propyl}-carbamic acid tert-butyl ester (376644-59-6)

Guidance literature:

Multi-step reaction with 7 steps

1: toluene / 80 °C

2: MCPBA / CH₂Cl₂ / 20 °C

3: ethanol / 70 °C

4: 1 N LiOH / tetrahydrofuran / 20 °C

5: TPTU; DIEA / dimethylformamide / 20 °C

6: 4 N HCl / dioxane / 20 °C

7: TPTU; DIEA / N,N-dimethyl-acetamide / 20 °C

With hydrogenchloride; lithium hydroxide; O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0960-894X(02)00178-6

upstream raw materials:

N-tert-butyloxycarbonyl-L-tert-leucine

(2R,3R,4S)-4-Amino-3-hydroxy-5-phenyl-2-(2,3,4-trimethoxy-benzylamino)-pentanoic acid [(S)-1-(2-hydroxy-4-methoxy-benzylcarbamoyl)-2-methyl-propyl]-amide

ethyl (2E,4S)-4-[(tert-butoxycarbonyl)amino]-5-phenylpent-2-enoate

Boc-L-phenylalaninal

Downstream raw materials:

(2R,3R,4S)-4-((S)-2-Amino-3,3-dimethyl-butyrylamino)-3-hydroxy-5-phenyl-2-(2,3,4-trimethoxy-benzylamino)-pentanoic acid [(S)-1-(2-hydroxy-4-methoxy-benzylcarbamoyl)-2-methyl-propyl]-amide

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