<(S)-(benzyloxycarbonyl)-L-valyl>-N-<1-<<5-<<(tert-butyldimethylsilyl)oxy>methyl>benzoxazol-2-yl>carbonyl>-2-methylpropyl>-L-prolinamide

Base Information

• Chemical Name: <(S)-(benzyloxycarbonyl)-L-valyl>-N-<1-<<5-<<(tert-butyldimethylsilyl)oxy>methyl>benzoxazol-2-yl>carbonyl>-2-methylpropyl>-L-prolinamide
• CAS No.: 120629-64-3
• Molecular Formula: C₃₇H₅₂N₄O₇Si
• Molecular Weight: 692.928
• Mol file: 120629-64-3.mol

Synonyms:<(S)-(benzyloxycarbonyl)-L-valyl>-N-<1-<<5-<<(tert-butyldimethylsilyl)oxy>methyl>benzoxazol-2-yl>carbonyl>-2-methylpropyl>-L-prolinamide

Chemical Property of <(S)-(benzyloxycarbonyl)-L-valyl>-N-<1-<<5-<<(tert-butyldimethylsilyl)oxy>methyl>benzoxazol-2-yl>carbonyl>-2-methylpropyl>-L-prolinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <(S)-(benzyloxycarbonyl)-L-valyl>-N-<1-<<5-<<(tert-butyldimethylsilyl)oxy>methyl>benzoxazol-2-yl>carbonyl>-2-methylpropyl>-L-prolinamide

There total 6 articles about <(S)-(benzyloxycarbonyl)-L-valyl>-N-<1-<<5-<<(tert-butyldimethylsilyl)oxy>methyl>benzoxazol-2-yl>carbonyl>-2-methylpropyl>-L-prolinamide 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: 90.0%

(1S)-<(benzyloxycarbonyl)-L-valyl>-N-<1-<<5-<<(tert-butyldimethylsilyl)oxy>methyl>benzoxazol-2-yl>hydroxymethyl>-2-methylpropyl>-L-prolinamide → <(S)-(benzyloxycarbonyl)-L-valyl>-N-<1-<<5-<<(tert-butyldimethylsilyl)oxy>methyl>benzoxazol-2-yl>carbonyl>-2-methylpropyl>-L-prolinamide (120629-64-3)

Guidance literature:

With Dess-Martin periodane; tert-butyl alcohol; In dichloromethane; for 16h; Ambient temperature;

DOI:10.1021/jm00020a011

Reference yield:

3-Amino-4-hydroxybenzyl alcohol (52820-13-0) → <(S)-(benzyloxycarbonyl)-L-valyl>-N-<1-<<5-<<(tert-butyldimethylsilyl)oxy>methyl>benzoxazol-2-yl>carbonyl>-2-methylpropyl>-L-prolinamide (120629-64-3)

Guidance literature:

Multi-step reaction with 3 steps

1: ethanol / 4 h / 60 °C

2: 82 percent / DMAP, TEA / CH₂Cl₂ / 16 h / Ambient temperature

3: 90 percent / 1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one, t-BuOH / CH₂Cl₂ / 16 h / Ambient temperature

With dmap; TEA; Dess-Martin periodane; tert-butyl alcohol; In ethanol; dichloromethane;

DOI:10.1021/jm00020a011

Reference yield:

N-Benzyloxycarbonyl-L-valyl-L-prolyl-L-valinal (95501-78-3) → <(S)-(benzyloxycarbonyl)-L-valyl>-N-<1-<<5-<<(tert-butyldimethylsilyl)oxy>methyl>benzoxazol-2-yl>carbonyl>-2-methylpropyl>-L-prolinamide (120629-64-3)

Guidance literature:

Multi-step reaction with 5 steps

1: water / tetrahydrofuran / 4.5 h / Ambient temperature

2: acetyl chloride / CHCl₃ / 16 h / Ambient temperature

3: ethanol / 4 h / 60 °C

4: 82 percent / DMAP, TEA / CH₂Cl₂ / 16 h / Ambient temperature

5: 90 percent / 1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one, t-BuOH / CH₂Cl₂ / 16 h / Ambient temperature

With dmap; TEA; water; Dess-Martin periodane; acetyl chloride; tert-butyl alcohol; In tetrahydrofuran; ethanol; dichloromethane; chloroform;

DOI:10.1021/jm00020a011

upstream raw materials:

3-Amino-4-hydroxybenzyl alcohol

N-Benzyloxycarbonyl-L-valyl-L-prolyl-L-valinal

Refernces