(3S)-4-(tert-butyldimethylsiloxy)-3-<<1--L-prolyl>amino>butyric acid benzyl ester

Base Information

Chemical Name:(3S)-4-(tert-butyldimethylsiloxy)-3-<<1--L-prolyl>amino>butyric acid benzyl ester
CAS No.:221106-63-4
Molecular Formula:C₃₈H₅₁N₃O₆Si
Molecular Weight:673.925
Hs Code.:

(3S)-4-(tert-butyldimethylsiloxy)-3-<<1-<N-(2-naphthoyl)-L-valyl>-L-prolyl>amino>butyric acid benzyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S)-4-(tert-butyldimethylsiloxy)-3-<<1--L-prolyl>amino>butyric acid benzyl ester

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Technology Process of (3S)-4-(tert-butyldimethylsiloxy)-3-<<1--L-prolyl>amino>butyric acid benzyl ester

There total 4 articles about (3S)-4-(tert-butyldimethylsiloxy)-3-<<1--L-prolyl>amino>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:

: 95500-47-3
1-(L-valyl)-L-proline methyl ester monohydrochloride

: 221106-63-4
(3S)-4-(tert-butyldimethylsiloxy)-3-<<1--L-prolyl>amino>butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / triethylamine / tetrahydrofuran / 0.5 h

2: 1 M aq. NaOH / methanol / 20 h / Ambient temperature

3: 1.) 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide monohydrochloride, N-methylmorpholine, 1-hydroxybenzotriazole / 1.) THF, 0.25 h, 2.) THF, RT, 14 h

With 4-methyl-morpholine; sodium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol;
DOI:10.1248/cpb.47.11

Reference yield:

: 221106-61-2
1--L-proline methyl ester

: 221106-63-4
(3S)-4-(tert-butyldimethylsiloxy)-3-<<1--L-prolyl>amino>butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1 M aq. NaOH / methanol / 20 h / Ambient temperature

2: 1.) 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide monohydrochloride, N-methylmorpholine, 1-hydroxybenzotriazole / 1.) THF, 0.25 h, 2.) THF, RT, 14 h

With 4-methyl-morpholine; sodium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol;
DOI:10.1248/cpb.47.11

Reference yield:

: 2243-83-6
2-naphthaloyl chloride

: 221106-63-4
(3S)-4-(tert-butyldimethylsiloxy)-3-<<1--L-prolyl>amino>butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / triethylamine / tetrahydrofuran / 0.5 h

2: 1 M aq. NaOH / methanol / 20 h / Ambient temperature

3: 1.) 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide monohydrochloride, N-methylmorpholine, 1-hydroxybenzotriazole / 1.) THF, 0.25 h, 2.) THF, RT, 14 h

With 4-methyl-morpholine; sodium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol;
DOI:10.1248/cpb.47.11