((1R,3R)-1-Benzyl-2-benzyloxy-3-tert-butoxycarbonylamino-4-phenyl-butyl)-carbamic acid tert-butyl ester

Base Information

Chemical Name:((1R,3R)-1-Benzyl-2-benzyloxy-3-tert-butoxycarbonylamino-4-phenyl-butyl)-carbamic acid tert-butyl ester
CAS No.:148120-50-7
Molecular Formula:C₃₄H₄₄N₂O₅
Molecular Weight:560.734
Hs Code.:

Synonyms:((1R,3R)-1-Benzyl-2-benzyloxy-3-tert-butoxycarbonylamino-4-phenyl-butyl)-carbamic acid tert-butyl ester

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Chemical Property of ((1R,3R)-1-Benzyl-2-benzyloxy-3-tert-butoxycarbonylamino-4-phenyl-butyl)-carbamic acid tert-butyl ester

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Technology Process of ((1R,3R)-1-Benzyl-2-benzyloxy-3-tert-butoxycarbonylamino-4-phenyl-butyl)-carbamic acid tert-butyl ester

There total 7 articles about ((1R,3R)-1-Benzyl-2-benzyloxy-3-tert-butoxycarbonylamino-4-phenyl-butyl)-carbamic acid tert-butyl 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: 75.0%

: 24424-99-5
di-tert-butyl dicarbonate

: C₂₄H₂₄N₆O

: 148120-50-7
((1R,3R)-1-Benzyl-2-benzyloxy-3-tert-butoxycarbonylamino-4-phenyl-butyl)-carbamic acid tert-butyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; for 12h; Ambient temperature;
DOI:10.1002/anie.199304231

Reference yield:

: 100-39-0
benzyl bromide

: 148120-50-7
((1R,3R)-1-Benzyl-2-benzyloxy-3-tert-butoxycarbonylamino-4-phenyl-butyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / NaH, nBu₄NI / tetrahydrofuran / 15 h / Ambient temperature

2: 93 percent / 3N HCl / methanol / 0.5 h / Ambient temperature

3: 2,6-lutidine / CH₂Cl₂ / 1 h / -78 °C

4: tetramethylguanidium azide / CH₂Cl₂ / 1) -78 deg C, 15 min, 2) 0 deg C, 2 h

5: 75 percent / H₂ / 10percent Pd/C / ethyl acetate / 12 h / Ambient temperature

With 2,6-dimethylpyridine; hydrogenchloride; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; N,N,N′,N′-tetramethylguanidinium azide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1002/anie.199304231

Reference yield:

: 139153-24-5
(4S,6S)-4,6-Dibenzyl-2,2-dimethyl-[1,3]dioxan-5-one

: 148120-50-7
((1R,3R)-1-Benzyl-2-benzyloxy-3-tert-butoxycarbonylamino-4-phenyl-butyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / LiAlH₄ / diethyl ether / 3 h / Ambient temperature

2: 100 percent / NaH, nBu₄NI / tetrahydrofuran / 15 h / Ambient temperature

3: 93 percent / 3N HCl / methanol / 0.5 h / Ambient temperature

4: 2,6-lutidine / CH₂Cl₂ / 1 h / -78 °C

5: tetramethylguanidium azide / CH₂Cl₂ / 1) -78 deg C, 15 min, 2) 0 deg C, 2 h

6: 75 percent / H₂ / 10percent Pd/C / ethyl acetate / 12 h / Ambient temperature

With 2,6-dimethylpyridine; hydrogenchloride; lithium aluminium tetrahydride; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; N,N,N′,N′-tetramethylguanidinium azide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1002/anie.199304231