(S)-3-[3'-((S)-2-Amino-2-benzyloxycarbonyl-ethyl)-4,4'-bis-benzyloxy-biphenyl-3-yl]-2-benzyloxycarbonylamino-propionic acid 2-trimethylsilanyl-ethyl ester

Base Information

Chemical Name:(S)-3-[3'-((S)-2-Amino-2-benzyloxycarbonyl-ethyl)-4,4'-bis-benzyloxy-biphenyl-3-yl]-2-benzyloxycarbonylamino-propionic acid 2-trimethylsilanyl-ethyl ester
CAS No.:134038-83-8
Molecular Formula:C₅₂H₅₆N₂O₈Si
Molecular Weight:865.111
Hs Code.:

(S)-3-[3'-((S)-2-Amino-2-benzyloxycarbonyl-ethyl)-4,4'-bis-benzyloxy-biphenyl-3-yl]-2-benzyloxycarbonylamino-propionic acid 2-trimethylsilanyl-ethyl ester

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Chemical Property of (S)-3-[3'-((S)-2-Amino-2-benzyloxycarbonyl-ethyl)-4,4'-bis-benzyloxy-biphenyl-3-yl]-2-benzyloxycarbonylamino-propionic acid 2-trimethylsilanyl-ethyl ester

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Technology Process of (S)-3-[3'-((S)-2-Amino-2-benzyloxycarbonyl-ethyl)-4,4'-bis-benzyloxy-biphenyl-3-yl]-2-benzyloxycarbonylamino-propionic acid 2-trimethylsilanyl-ethyl ester

There total 15 articles about (S)-3-[3'-((S)-2-Amino-2-benzyloxycarbonyl-ethyl)-4,4'-bis-benzyloxy-biphenyl-3-yl]-2-benzyloxycarbonylamino-propionic acid 2-trimethylsilanyl-ethyl 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:

: 100-44-7
benzyl chloride

: 134038-83-8
(S)-3-[3'-((S)-2-Amino-2-benzyloxycarbonyl-ethyl)-4,4'-bis-benzyloxy-biphenyl-3-yl]-2-benzyloxycarbonylamino-propionic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 83 percent / K₂CO₃ / dimethylformamide / 15 h / 120 °C

2: 92 percent / BF₃*Et₂O / CHCl₃ / 24 h / Ambient temperature

4: 74 percent / N-bromosuccinimide, 2,6-lutidine / acetonitrile; CH₂Cl₂; H₂O / 0.17 h / 0 °C

5: 100 percent / tetramethylguanidine / tetrahydrofuran / 1) -70 deg C to r.t., overnight, 2) r.t., 1 d

6: 100 percent / LiOH / dioxane; H₂O / Ambient temperature

7: 100 percent / H₂ / (R,R)-*BF₄ / methanol / 72 h / 2250.2 Torr / Ambient temperature

8: 1) dicyclohexylcarbodiimide, 4-dimethylaminopyridine / 1) CH₂Cl₂, 0 deg C, 10 min, 2) 0 deg C, 1 h

9: 84 percent / pyridinium p-toluenesulfonate / acetone; H₂O / 6 h / Heating

10: 100 percent / tetramethylguanidine / tetrahydrofuran / 1) -70 deg C to r.t., overnight, 2) r.t., 1 d

11: 100 percent / H₂ / (R,R)-*BF₄ / methanol / 72 h / 2250.2 Torr / Ambient temperature

12: HCl / dioxane / 1 h / 0 °C

With 2,6-dimethylpyridine; hydrogenchloride; dmap; lithium hydroxide; N-Bromosuccinimide; 1,1,3,3-tetramethylguanidine; boron trifluoride diethyl etherate; hydrogen; pyridinium p-toluenesulfonate; potassium carbonate; dicyclohexyl-carbodiimide; (R,R)-⁺BF4^-; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1055/s-1992-26293

Reference yield:

: 121125-11-9
3-<(S)-2-Benzyloxycarbonylamino-2-(trimethylsilylethoxycarbonyl)ethyl>-3'-<(S)-2-tert-butoxycarbonylamino)-2-(benzyloxycarbonyl)ethyl>-4,4'-dibenzyloxybiphenyl

: 134038-83-8
(S)-3-[3'-((S)-2-Amino-2-benzyloxycarbonyl-ethyl)-4,4'-bis-benzyloxy-biphenyl-3-yl]-2-benzyloxycarbonylamino-propionic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; at 0 ℃; for 1h;
DOI:10.1055/s-1992-26293

Reference yield:

: 1761-62-2
5-iodosalicyclaldehyde

: 134038-83-8
(S)-3-[3'-((S)-2-Amino-2-benzyloxycarbonyl-ethyl)-4,4'-bis-benzyloxy-biphenyl-3-yl]-2-benzyloxycarbonylamino-propionic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 83 percent / K₂CO₃ / dimethylformamide / 15 h / 120 °C

2: 92 percent / BF₃*Et₂O / CHCl₃ / 24 h / Ambient temperature

4: 74 percent / N-bromosuccinimide, 2,6-lutidine / acetonitrile; CH₂Cl₂; H₂O / 0.17 h / 0 °C

5: 100 percent / tetramethylguanidine / tetrahydrofuran / 1) -70 deg C to r.t., overnight, 2) r.t., 1 d

6: 100 percent / LiOH / dioxane; H₂O / Ambient temperature

7: 100 percent / H₂ / (R,R)-*BF₄ / methanol / 72 h / 2250.2 Torr / Ambient temperature

8: 1) dicyclohexylcarbodiimide, 4-dimethylaminopyridine / 1) CH₂Cl₂, 0 deg C, 10 min, 2) 0 deg C, 1 h

9: 84 percent / pyridinium p-toluenesulfonate / acetone; H₂O / 6 h / Heating

10: 100 percent / tetramethylguanidine / tetrahydrofuran / 1) -70 deg C to r.t., overnight, 2) r.t., 1 d

11: 100 percent / H₂ / (R,R)-*BF₄ / methanol / 72 h / 2250.2 Torr / Ambient temperature

12: HCl / dioxane / 1 h / 0 °C

With 2,6-dimethylpyridine; hydrogenchloride; dmap; lithium hydroxide; N-Bromosuccinimide; 1,1,3,3-tetramethylguanidine; boron trifluoride diethyl etherate; hydrogen; pyridinium p-toluenesulfonate; potassium carbonate; dicyclohexyl-carbodiimide; (R,R)-⁺BF4^-; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1055/s-1992-26293