(1'R,2'S)-2-<2'-<(N-tert-Butoxycarbonyl)benzylamino>-1'-<(tert-butyldimethylsilyl)oxy>-3'-phenylpropyl>-1,3-thiazole

Base Information

• Chemical Name: (1'R,2'S)-2-<2'-<(N-tert-Butoxycarbonyl)benzylamino>-1'-<(tert-butyldimethylsilyl)oxy>-3'-phenylpropyl>-1,3-thiazole
• CAS No.: 145655-10-3
• Molecular Formula: C₃₀H₄₂N₂O₃SSi
• Molecular Weight: 538.827
• Mol file: 145655-10-3.mol

Synonyms:

Chemical Property of (1'R,2'S)-2-<2'-<(N-tert-Butoxycarbonyl)benzylamino>-1'-<(tert-butyldimethylsilyl)oxy>-3'-phenylpropyl>-1,3-thiazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1'R,2'S)-2-<2'-<(N-tert-Butoxycarbonyl)benzylamino>-1'-<(tert-butyldimethylsilyl)oxy>-3'-phenylpropyl>-1,3-thiazole

There total 7 articles about (1'R,2'S)-2-<2'-<(N-tert-Butoxycarbonyl)benzylamino>-1'-<(tert-butyldimethylsilyl)oxy>-3'-phenylpropyl>-1,3-thiazole 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:

di-tert-butyl dicarbonate (24424-99-5) → (1'R,2'S)-2-<2'-<(N-tert-Butoxycarbonyl)benzylamino>-1'-<(tert-butyldimethylsilyl)oxy>-3'-phenylpropyl>-1,3-thiazole (145655-10-3)

Guidance literature:

Multi-step reaction with 4 steps

1: dioxane / 18 h / Ambient temperature

2: 91 percent / diethyl ether / 6 h / -78 deg C, then -45 deg C

3: 95 percent / NaBH₄ / methanol / 0.5 h / -80 °C

4: 90 percent / dimethylformamide / 0.67 h / Ambient temperature

With sodium tetrahydroborate; In 1,4-dioxane; methanol; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)60888-2

Reference yield:

(S)-2-benzylamino-3-phenyl-propionic acid methyl ester (66399-75-5,84028-90-0) → (1'R,2'S)-2-<2'-<(N-tert-Butoxycarbonyl)benzylamino>-1'-<(tert-butyldimethylsilyl)oxy>-3'-phenylpropyl>-1,3-thiazole (145655-10-3)

Guidance literature:

Multi-step reaction with 4 steps

1: dioxane / 18 h / Ambient temperature

2: 91 percent / diethyl ether / 6 h / -78 deg C, then -45 deg C

3: 95 percent / NaBH₄ / methanol / 0.5 h / -80 °C

4: 90 percent / dimethylformamide / 0.67 h / Ambient temperature

With sodium tetrahydroborate; In 1,4-dioxane; methanol; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)60888-2

Reference yield:

(S)-2-(benzylidene-amino)-3-phenyl-propionic acid methyl ester (68870-85-9,120408-13-1,137693-23-3,40216-77-1) → (1'R,2'S)-2-<2'-<(N-tert-Butoxycarbonyl)benzylamino>-1'-<(tert-butyldimethylsilyl)oxy>-3'-phenylpropyl>-1,3-thiazole (145655-10-3)

Guidance literature:

Multi-step reaction with 5 steps

1: NaBH₄ / methanol / 0.5 h / 0 °C

2: dioxane / 18 h / Ambient temperature

3: 91 percent / diethyl ether / 6 h / -78 deg C, then -45 deg C

4: 95 percent / NaBH₄ / methanol / 0.5 h / -80 °C

5: 90 percent / dimethylformamide / 0.67 h / Ambient temperature

With sodium tetrahydroborate; In 1,4-dioxane; methanol; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)60888-2

upstream raw materials:

di-tert-butyl dicarbonate

(S)-2-benzylamino-3-phenyl-propionic acid methyl ester

(S)-2-(benzylidene-amino)-3-phenyl-propionic acid methyl ester

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Downstream raw materials:

(2R,3S)-3--2-<(tert-butyldimethylsilyl)oxy>-4-phenylbutanal

(3R,5S)-3-benzyl-5-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-phenylethyl}dihydrofuran-2-(3H)-one

(3R,5S,1'S)-3-Benzyl-5-<1'--2'-phenylethyl>dihydrofuran-2(3H)-one

(3R,5S,1'S)-3-Benzyl-5-<1'--2'-phenylethyl>dihydrofuran-2(3H)-one