((1S,2R,3R,4S)-4-tert-Butoxycarbonylamino-2,3-dihydroxy-1-phenethyl-6-phenyl-hexyl)-carbamic acid tert-butyl ester

Base Information

Chemical Name:((1S,2R,3R,4S)-4-tert-Butoxycarbonylamino-2,3-dihydroxy-1-phenethyl-6-phenyl-hexyl)-carbamic acid tert-butyl ester
CAS No.:138328-94-6
Molecular Formula:C₃₀H₄₄N₂O₆
Molecular Weight:528.689
Hs Code.:

Synonyms:((1S,2R,3R,4S)-4-tert-Butoxycarbonylamino-2,3-dihydroxy-1-phenethyl-6-phenyl-hexyl)-carbamic acid tert-butyl ester

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Chemical Property of ((1S,2R,3R,4S)-4-tert-Butoxycarbonylamino-2,3-dihydroxy-1-phenethyl-6-phenyl-hexyl)-carbamic acid tert-butyl ester

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Technology Process of ((1S,2R,3R,4S)-4-tert-Butoxycarbonylamino-2,3-dihydroxy-1-phenethyl-6-phenyl-hexyl)-carbamic acid tert-butyl ester

There total 18 articles about ((1S,2R,3R,4S)-4-tert-Butoxycarbonylamino-2,3-dihydroxy-1-phenethyl-6-phenyl-hexyl)-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: 90.0%

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

: 138328-93-5
(3S,4R,5R,6S)-3,6-Diazido-1,8-diphenyl-octane-4,5-diol

: 138328-94-6
((1S,2R,3R,4S)-4-tert-Butoxycarbonylamino-2,3-dihydroxy-1-phenethyl-6-phenyl-hexyl)-carbamic acid tert-butyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; for 8h;
DOI:10.1016/S0040-4039(00)93541-X

Reference yield: 65.0%

: 151477-88-2
((1S,2R,3R,4S)-2,3-Bis-benzyloxy-4-tert-butoxycarbonylamino-1-phenethyl-6-phenyl-hexyl)-carbamic acid tert-butyl ester

: 138328-94-6
((1S,2R,3R,4S)-4-tert-Butoxycarbonylamino-2,3-dihydroxy-1-phenethyl-6-phenyl-hexyl)-carbamic acid tert-butyl ester

Guidance literature:: With hydrogen; palladium dihydroxide; In ethanol;

Reference yield:

: 69-65-8
mannitol

: 138328-94-6
((1S,2R,3R,4S)-4-tert-Butoxycarbonylamino-2,3-dihydroxy-1-phenethyl-6-phenyl-hexyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) H₂SO₄, 2.) 70 percent aq. AcOH / 1.) 23 deg C, 24 h, 2.) 40 deg C, 2 h

2: CHCl₃ / 3 h / 23 °C

3: sodium methoxide / tetrahydrofuran / 4 h / 23 °C

4: 92 percent / CuI / tetrahydrofuran / 3 h / -40 to 0 deg C

5: 92 percent / triphenylphosphine, diethyl azodicarboxylate, diphenylphosphoryl azide / toluene / 12 h / 0 to 23 deg C

6: 91 percent / 40 percent aq. acetic acid / 3 h / 90 °C

7: 90 percent / hydrogen / 10 percent Pd/charcoal / ethyl acetate / 8 h

With copper(l) iodide; sulfuric acid; diphenylphosphoranyl azide; hydrogen; sodium methylate; acetic acid; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; chloroform; ethyl acetate; toluene;
DOI:10.1016/S0040-4039(00)93541-X