(2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,3S)-2-{(2S,3S)-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-3-methyl-pentanoylamino}-3-methyl-pentanoylamino)-butyric acid benzyl ester

Base Information

• Chemical Name: (2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,3S)-2-{(2S,3S)-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-3-methyl-pentanoylamino}-3-methyl-pentanoylamino)-butyric acid benzyl ester
• CAS No.: 247068-77-5
• Molecular Formula: C₅₅H₆₇N₃O₇Si
• Molecular Weight: 910.238

Synonyms:(2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,3S)-2-{(2S,3S)-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-3-methyl-pentanoylamino}-3-methyl-pentanoylamino)-butyric acid benzyl ester

Chemical Property of (2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,3S)-2-{(2S,3S)-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-3-methyl-pentanoylamino}-3-methyl-pentanoylamino)-butyric acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,3S)-2-{(2S,3S)-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-3-methyl-pentanoylamino}-3-methyl-pentanoylamino)-butyric acid benzyl ester

There total 5 articles about (2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,3S)-2-{(2S,3S)-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-3-methyl-pentanoylamino}-3-methyl-pentanoylamino)-butyric acid benzyl 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: 99.0%

N-Fmoc-N-methyl-L-isoleucine (138775-22-1,1356090-81-7) + (2S,3R)-2-((2S,3S)-2-Amino-3-methyl-pentanoylamino)-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid benzyl ester (247068-76-4) → (2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,3S)-2-{(2S,3S)-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-3-methyl-pentanoylamino}-3-methyl-pentanoylamino)-butyric acid benzyl ester (247068-77-5)

Guidance literature:

With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 18h; Ambient temperature;

DOI:10.1016/S0960-894X(99)00376-5

Reference yield:

(2S,3R)-threonine benzyl ester (33640-67-4) → (2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,3S)-2-{(2S,3S)-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-3-methyl-pentanoylamino}-3-methyl-pentanoylamino)-butyric acid benzyl ester (247068-77-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 79 percent / HBTU, HOBt, i-Pr₂EtN / CH₂Cl₂ / 23 h / Ambient temperature

2: 64 percent / imidazole / tetrahydrofuran / 48 h / Ambient temperature

3: piperidine / dimethylformamide / 0.33 h / Ambient temperature

4: 99 percent / HBTU, HOBt, i-Pr₂EtN / CH₂Cl₂ / 18 h / Ambient temperature

With piperidine; 1H-imidazole; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(99)00376-5

Reference yield:

Fmoc-Ile-OH (71989-23-6,251316-98-0) → (2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,3S)-2-{(2S,3S)-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-3-methyl-pentanoylamino}-3-methyl-pentanoylamino)-butyric acid benzyl ester (247068-77-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 79 percent / HBTU, HOBt, i-Pr₂EtN / CH₂Cl₂ / 23 h / Ambient temperature

2: 64 percent / imidazole / tetrahydrofuran / 48 h / Ambient temperature

3: piperidine / dimethylformamide / 0.33 h / Ambient temperature

4: 99 percent / HBTU, HOBt, i-Pr₂EtN / CH₂Cl₂ / 18 h / Ambient temperature

With piperidine; 1H-imidazole; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(99)00376-5

upstream raw materials:

N-Fmoc-N-methyl-L-isoleucine

(2S,3R)-2-((2S,3S)-2-Amino-3-methyl-pentanoylamino)-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid benzyl ester

(2S,3R)-threonine benzyl ester

Fmoc-Ile-OH

Downstream raw materials:

(2S,3R)-2-{(2S,3S)-2-[(2S,3S)-2-(Acetyl-methyl-amino)-3-methyl-pentanoylamino]-3-methyl-pentanoylamino}-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid

(2S,3R)-2-{(2S,3S)-2-[(2S,3S)-2-(Acetyl-methyl-amino)-3-methyl-pentanoylamino]-3-methyl-pentanoylamino}-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid benzyl ester

(2S,3S)-2-[(2S,3S)-2-(Acetyl-methyl-amino)-3-methyl-pentanoylamino]-3-methyl-pentanoic acid {(1S,2R)-2-(tert-butyl-diphenyl-silanyloxy)-1-[(S)-3-methyl-1-((R)-2-methyl-oxiranecarbonyl)-butylcarbamoyl]-propyl}-amide

(2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-[(2S,3S)-2-((2S,3S)-2-{[6-(9H-fluoren-9-ylmethoxycarbonylamino)-hexanoyl]-methyl-amino}-3-methyl-pentanoylamino)-3-methyl-pentanoylamino]-butyric acid

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