Carbonic acid (R)-5-benzyloxy-1-((S)-(R)-1-oxiranyl-ethyl)-pentyl ester methyl ester

Base Information

Chemical Name:Carbonic acid (R)-5-benzyloxy-1-((S)-(R)-1-oxiranyl-ethyl)-pentyl ester methyl ester
CAS No.:200186-31-8
Molecular Formula:C₁₈H₂₆O₅
Molecular Weight:322.401
Hs Code.:

Synonyms:Carbonic acid (R)-5-benzyloxy-1-((S)-(R)-1-oxiranyl-ethyl)-pentyl ester methyl ester

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Chemical Property of Carbonic acid (R)-5-benzyloxy-1-((S)-(R)-1-oxiranyl-ethyl)-pentyl ester methyl ester

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Technology Process of Carbonic acid (R)-5-benzyloxy-1-((S)-(R)-1-oxiranyl-ethyl)-pentyl ester methyl ester

There total 4 articles about Carbonic acid (R)-5-benzyloxy-1-((S)-(R)-1-oxiranyl-ethyl)-pentyl ester methyl 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: 70.0%

: 67-56-1
methanol

: 200186-30-7
(4R,5S,6R)-4-(4-Benzyloxy-butyl)-6-iodomethyl-5-methyl-[1,3]dioxan-2-one

: C₁₈H₂₆O₅

: 200186-31-8
Carbonic acid (R)-5-benzyloxy-1-((S)-(R)-1-oxiranyl-ethyl)-pentyl ester methyl ester

Guidance literature:: With potassium carbonate; In water; for 0.333333h; optical yield given as %de;
DOI:10.1016/j.tet.2009.04.001

Reference yield:

: 78999-24-3
5-benzyloxy-1-pentanal

: 200186-31-8
Carbonic acid (R)-5-benzyloxy-1-((S)-(R)-1-oxiranyl-ethyl)-pentyl ester methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 2.) BF₃*OEt₂; 2.) NaOH, H₂O₂ / 1.) -78 deg C

2: 89 percent / NaHMDS / tetrahydrofuran / 0 °C

3: IBr / toluene / -78 °C

4: K₂CO₃ / H₂O

With sodium hydroxide; boron trifluoride diethyl etherate; dihydrogen peroxide; sodium hexamethyldisilazane; iodine(I) bromide; potassium carbonate; In tetrahydrofuran; water; toluene;
DOI:10.1016/S0040-4039(97)10499-3

Reference yield:

: 200186-29-4
(3R,4R)-8-Benzyloxy-3-methyl-oct-1-en-4-ol

: 200186-31-8
Carbonic acid (R)-5-benzyloxy-1-((S)-(R)-1-oxiranyl-ethyl)-pentyl ester methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / NaHMDS / tetrahydrofuran / 0 °C

2: IBr / toluene / -78 °C

3: K₂CO₃ / H₂O

With sodium hexamethyldisilazane; iodine(I) bromide; potassium carbonate; In tetrahydrofuran; water; toluene;
DOI:10.1016/S0040-4039(97)10499-3