((2R,3S)-3-Benzyloxycarbonylamino-2-hydroxy-4-phenyl-butyl)-((2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenyl-butyl)-carbamic acid 2-trimethylsilanyl-ethyl ester

Base Information

Chemical Name:((2R,3S)-3-Benzyloxycarbonylamino-2-hydroxy-4-phenyl-butyl)-((2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenyl-butyl)-carbamic acid 2-trimethylsilanyl-ethyl ester
CAS No.:162541-37-9
Molecular Formula:C₃₉H₅₅N₃O₈Si
Molecular Weight:721.966
Hs Code.:

((2R,3S)-3-Benzyloxycarbonylamino-2-hydroxy-4-phenyl-butyl)-((2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenyl-butyl)-carbamic acid 2-trimethylsilanyl-ethyl ester

Synonyms:((2R,3S)-3-Benzyloxycarbonylamino-2-hydroxy-4-phenyl-butyl)-((2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenyl-butyl)-carbamic acid 2-trimethylsilanyl-ethyl ester

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Chemical Property of ((2R,3S)-3-Benzyloxycarbonylamino-2-hydroxy-4-phenyl-butyl)-((2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenyl-butyl)-carbamic acid 2-trimethylsilanyl-ethyl ester

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Technology Process of ((2R,3S)-3-Benzyloxycarbonylamino-2-hydroxy-4-phenyl-butyl)-((2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenyl-butyl)-carbamic acid 2-trimethylsilanyl-ethyl ester

There total 14 articles about ((2R,3S)-3-Benzyloxycarbonylamino-2-hydroxy-4-phenyl-butyl)-((2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenyl-butyl)-carbamic 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:

: 20160-60-5
2-(trimethylsilyl)-ethoxycarbonyl chloride

: 162538-40-1
(R-(R*,S*))->bis 1,1-dimethylethyl phenylmethyl ester

: 162541-37-9
((2R,3S)-3-Benzyloxycarbonylamino-2-hydroxy-4-phenyl-butyl)-((2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenyl-butyl)-carbamic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: With diisopropylamine; In N,N-dimethyl-formamide; toluene; at 0 ℃; for 1h;
DOI:10.1021/jm00038a005

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 162541-37-9
((2R,3S)-3-Benzyloxycarbonylamino-2-hydroxy-4-phenyl-butyl)-((2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenyl-butyl)-carbamic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 4-methylmorpholine / tetrahydrofuran / 0.33 h / -25 - -20 °C

2: diethyl ether / a) 0 deg C, 2 h, b) RT, overnight

3: 92 percent / HCl / dioxane; diethyl ether / 1 h / 0 °C

4: NaBH₄ / tetrahydrofuran; H₂O / 0.75 h / 0 °C

5: 84 percent / KOH / ethanol / 1.5 h / Ambient temperature

6: 63 percent / aq. NH₄OH, NH₃ / ethanol / a) 0 deg C, 1 h, b) RT, overnight

7: 49 percent / lithium perchlorate / acetonitrile / 32 h / 30 - 40 °C

8: diisopropylamine / toluene; dimethylformamide / 1 h / 0 °C

With 4-methyl-morpholine; hydrogenchloride; potassium hydroxide; ammonium hydroxide; sodium tetrahydroborate; lithium perchlorate; diisopropylamine; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jm00038a005

Reference yield:

: 1161-13-3
N-Cbz-L-Phe

: 162541-37-9
((2R,3S)-3-Benzyloxycarbonylamino-2-hydroxy-4-phenyl-butyl)-((2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenyl-butyl)-carbamic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 4-methylmorpholine / tetrahydrofuran / 0.33 h / -25 - -20 °C

2: diethyl ether / a) 0 deg C, 2 h, b) RT, overnight

3: HCl / dioxane; diethyl ether / 1 h / 0 °C

4: NaBH₄ / tetrahydrofuran; H₂O / 0.75 h / 0 °C

5: KOH / ethanol / 1.5 h / Ambient temperature

6: 49 percent / lithium perchlorate / acetonitrile / 32 h / 30 - 40 °C

7: diisopropylamine / toluene; dimethylformamide / 1 h / 0 °C

With 4-methyl-morpholine; hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; lithium perchlorate; diisopropylamine; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jm00038a005