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

Base Information

• Chemical Name: (R)-1-[(4R,5R)-5-((R)-1-Hydroxy-3-phenyl-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-3-phenyl-propan-1-ol
• CAS No.: 138328-90-2
• Molecular Formula: C₂₃H₃₀O₄
• Molecular Weight: 370.489
• Mol file: 138328-90-2.mol

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

Chemical Property of (R)-1-[(4R,5R)-5-((R)-1-Hydroxy-3-phenyl-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-3-phenyl-propan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-1-[(4R,5R)-5-((R)-1-Hydroxy-3-phenyl-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-3-phenyl-propan-1-ol

There total 4 articles about (R)-1-[(4R,5R)-5-((R)-1-Hydroxy-3-phenyl-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-3-phenyl-propan-1-ol 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: 92.0%

1,2;5,6-dianhydro-3,4-O-isopropylidene-D-mannitol (63700-05-0) + benzylmagnesium chloride (6921-34-2) → (R)-1-[(4R,5R)-5-((R)-1-Hydroxy-3-phenyl-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-3-phenyl-propan-1-ol (138328-90-2)

Guidance literature:

With copper(l) iodide; In tetrahydrofuran; for 3h; -40 to 0 deg C;

DOI:10.1016/S0040-4039(00)93541-X

Reference yield:

mannitol (69-65-8) → (R)-1-[(4R,5R)-5-((R)-1-Hydroxy-3-phenyl-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-3-phenyl-propan-1-ol (138328-90-2)

Guidance literature:

Multi-step reaction with 4 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

With copper(l) iodide; sulfuric acid; sodium methylate; acetic acid; In tetrahydrofuran; chloroform;

DOI:10.1016/S0040-4039(00)93541-X

Reference yield:

O2,O5-diacetyl-1,6-dichloro-O3,O4-isopropylidene-1,6-dideoxy-D-mannitol (162920-22-1) → (R)-1-[(4R,5R)-5-((R)-1-Hydroxy-3-phenyl-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-3-phenyl-propan-1-ol (138328-90-2)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With copper(l) iodide; sodium methylate; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)93541-X

upstream raw materials:

1,2;5,6-dianhydro-3,4-O-isopropylidene-D-mannitol

benzylmagnesium chloride

mannitol

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

Downstream raw materials:

{(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

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

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

(4S,5R,4'S,5'R)-4,4'-Diphenethyl-[5,5']bioxazolidinyl-2,2'-dione