{(S)-1-[(1S,2R,3R,4S)-4-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-2,3-dihydroxy-1-phenethyl-6-phenyl-hexylcarbamoyl]-2-methyl-propyl}-carbamic acid benzyl ester

Base Information

Chemical Name:{(S)-1-[(1S,2R,3R,4S)-4-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-2,3-dihydroxy-1-phenethyl-6-phenyl-hexylcarbamoyl]-2-methyl-propyl}-carbamic acid benzyl ester
CAS No.:138328-89-9
Molecular Formula:C₄₆H₅₈N₄O₈
Molecular Weight:794.989
Hs Code.:

{(S)-1-[(1S,2R,3R,4S)-4-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-2,3-dihydroxy-1-phenethyl-6-phenyl-hexylcarbamoyl]-2-methyl-propyl}-carbamic acid benzyl ester

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Chemical Property of {(S)-1-[(1S,2R,3R,4S)-4-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-2,3-dihydroxy-1-phenethyl-6-phenyl-hexylcarbamoyl]-2-methyl-propyl}-carbamic acid benzyl ester

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Technology Process of {(S)-1-[(1S,2R,3R,4S)-4-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-2,3-dihydroxy-1-phenethyl-6-phenyl-hexylcarbamoyl]-2-methyl-propyl}-carbamic acid benzyl ester

There total 8 articles about {(S)-1-[(1S,2R,3R,4S)-4-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-2,3-dihydroxy-1-phenethyl-6-phenyl-hexylcarbamoyl]-2-methyl-propyl}-carbamic 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:

: 69-65-8
mannitol

: 138328-89-9
{(S)-1-[(1S,2R,3R,4S)-4-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-2,3-dihydroxy-1-phenethyl-6-phenyl-hexylcarbamoyl]-2-methyl-propyl}-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 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: hydrogen / 10 percent Pd/charcoal / ethyl acetate; methanol / atmospheric pressure

8: N-ethyl-N'-(dimethylaminopropyl)carbodiimide hydrochloride, triethylamine, 1-hydroxybenzotriazole hydrate / dimethylformamide

With copper(l) iodide; sulfuric acid; diphenylphosphoranyl azide; hydrogen; sodium methylate; acetic acid; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; chloroform; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(00)93541-X

Reference yield:

: 162920-22-1
O²,O⁵-diacetyl-1,6-dichloro-O³,O⁴-isopropylidene-1,6-dideoxy-D-mannitol

: 138328-89-9
{(S)-1-[(1S,2R,3R,4S)-4-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-2,3-dihydroxy-1-phenethyl-6-phenyl-hexylcarbamoyl]-2-methyl-propyl}-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

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

2: 92 percent / CuI / tetrahydrofuran / 3 h / -40 to 0 deg C

3: 92 percent / triphenylphosphine, diethyl azodicarboxylate, diphenylphosphoryl azide / toluene / 12 h / 0 to 23 deg C

4: 91 percent / 40 percent aq. acetic acid / 3 h / 90 °C

5: hydrogen / 10 percent Pd/charcoal / ethyl acetate; methanol / atmospheric pressure

6: N-ethyl-N'-(dimethylaminopropyl)carbodiimide hydrochloride, triethylamine, 1-hydroxybenzotriazole hydrate / dimethylformamide

With copper(l) iodide; diphenylphosphoranyl azide; hydrogen; sodium methylate; acetic acid; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(00)93541-X

Reference yield:

: 138328-90-2
(R)-1-[(4R,5R)-5-((R)-1-Hydroxy-3-phenyl-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-3-phenyl-propan-1-ol

: 138328-89-9
{(S)-1-[(1S,2R,3R,4S)-4-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-2,3-dihydroxy-1-phenethyl-6-phenyl-hexylcarbamoyl]-2-methyl-propyl}-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / triphenylphosphine, diethyl azodicarboxylate, diphenylphosphoryl azide / toluene / 12 h / 0 to 23 deg C

2: 91 percent / 40 percent aq. acetic acid / 3 h / 90 °C

3: hydrogen / 10 percent Pd/charcoal / ethyl acetate; methanol / atmospheric pressure

4: N-ethyl-N'-(dimethylaminopropyl)carbodiimide hydrochloride, triethylamine, 1-hydroxybenzotriazole hydrate / dimethylformamide

With diphenylphosphoranyl azide; hydrogen; acetic acid; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(00)93541-X