(4R,5R)-5-Dibenzylamino-4-hydroxy-2-methylene-5-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pentanoic acid ethyl ester

Base Information

Chemical Name:(4R,5R)-5-Dibenzylamino-4-hydroxy-2-methylene-5-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pentanoic acid ethyl ester
CAS No.:213180-78-0
Molecular Formula:C₃₂H₄₃NO₇
Molecular Weight:553.696
Hs Code.:

Synonyms:(4R,5R)-5-Dibenzylamino-4-hydroxy-2-methylene-5-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pentanoic acid ethyl ester

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Chemical Property of (4R,5R)-5-Dibenzylamino-4-hydroxy-2-methylene-5-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pentanoic acid ethyl ester

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Technology Process of (4R,5R)-5-Dibenzylamino-4-hydroxy-2-methylene-5-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pentanoic acid ethyl ester

There total 5 articles about (4R,5R)-5-Dibenzylamino-4-hydroxy-2-methylene-5-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pentanoic acid ethyl 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: 85.0%

: 213180-77-9
(S)-Dibenzylamino-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-acetaldehyde

: 17435-72-2
ethyl 2-bromomethyl-2-propenoate

: 213180-78-0
(4R,5R)-5-Dibenzylamino-4-hydroxy-2-methylene-5-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pentanoic acid ethyl ester

Guidance literature:: With water; ammonium chloride; zinc; In tetrahydrofuran; at 0 - 18 ℃; for 0.75h;
DOI:10.1039/a804524k

Reference yield:

: 213180-72-4
(2R,3R)-2-Azido-3-benzyloxy-3-((4S,5R)-5-hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propan-1-ol

: 213180-78-0
(4R,5R)-5-Dibenzylamino-4-hydroxy-2-methylene-5-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / 10percent Pd/C / methanol / 16 h / 18 °C / 2585.7 Torr

2: K₂CO₃ / H₂O; acetonitrile / 16 h / 60 °C

3: 62 percent / TFOH / 3 h / 0 °C

4: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 to 0 deg C, 1 h, 2.) CH₂Cl₂

5: 85 percent / Zn, NH₄Cl, H₂O / tetrahydrofuran / 0.75 h / 0 - 18 °C

With oxalyl dichloride; trifluorormethanesulfonic acid; water; hydrogen; potassium carbonate; ammonium chloride; dimethyl sulfoxide; triethylamine; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; water; acetonitrile;
DOI:10.1039/a804524k

Reference yield:

: 100-39-0
benzyl bromide

: 213180-78-0
(4R,5R)-5-Dibenzylamino-4-hydroxy-2-methylene-5-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: K₂CO₃ / H₂O; acetonitrile / 16 h / 60 °C

2: 62 percent / TFOH / 3 h / 0 °C

3: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 to 0 deg C, 1 h, 2.) CH₂Cl₂

4: 85 percent / Zn, NH₄Cl, H₂O / tetrahydrofuran / 0.75 h / 0 - 18 °C

With oxalyl dichloride; trifluorormethanesulfonic acid; water; potassium carbonate; ammonium chloride; dimethyl sulfoxide; triethylamine; zinc; In tetrahydrofuran; water; acetonitrile;
DOI:10.1039/a804524k