(S)-2-(4-Methoxy-benzyloxy)-hex-5-enoic acid (S)-1-((4S,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-butyl ester

Base Information

Chemical Name:(S)-2-(4-Methoxy-benzyloxy)-hex-5-enoic acid (S)-1-((4S,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-butyl ester
CAS No.:442913-67-9
Molecular Formula:C₂₅H₃₆O₆
Molecular Weight:432.557
Hs Code.:

Synonyms:(S)-2-(4-Methoxy-benzyloxy)-hex-5-enoic acid (S)-1-((4S,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-butyl ester

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Chemical Property of (S)-2-(4-Methoxy-benzyloxy)-hex-5-enoic acid (S)-1-((4S,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-butyl ester

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Technology Process of (S)-2-(4-Methoxy-benzyloxy)-hex-5-enoic acid (S)-1-((4S,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-butyl ester

There total 13 articles about (S)-2-(4-Methoxy-benzyloxy)-hex-5-enoic acid (S)-1-((4S,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-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: 87.0%

: 442913-66-8
(S)-1-((4S,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)butan-1-ol

: 442913-72-6
(S)-2-((4-methoxybenzyl)oxy)hex-5-enoic acid

: 442913-67-9
(S)-2-(4-Methoxy-benzyloxy)-hex-5-enoic acid (S)-1-((4S,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-butyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;
DOI:10.1021/ja020238i

Reference yield:

: 141979-56-8
1,5-O-diacetyl-2,3-O-isopropylidene-D-ribofuranoside

: 442913-67-9
(S)-2-(4-Methoxy-benzyloxy)-hex-5-enoic acid (S)-1-((4S,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: TMSOTf / acetonitrile / 24 h / 0 °C

1.2: H₂ / Pd/C / CH₂Cl₂ / 3 h / 20 °C / 760.05 Torr

2.1: 380 mg / MeONa / methanol / 4 h / 20 °C

3.1: 89 percent / iodine; PPh₃; imidazole / CH₂Cl₂ / 20 h / 20 °C

4.1: 86 percent / Zn(Ag)-graphite / tetrahydrofuran / 0.5 h / 20 °C

5.1: 87 percent / DCC; DMAP / CH₂Cl₂ / 28 h / 20 °C

With 1H-imidazole; dmap; trimethylsilyl trifluoromethanesulfonate; iodine; sodium methylate; dicyclohexyl-carbodiimide; triphenylphosphine; silver; zinc; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/ja020238i

Reference yield:

: 442913-64-6
((3aR,4R,6S,6aS)-2,2-Dimethyl-6-propyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methanol

: 442913-67-9
(S)-2-(4-Methoxy-benzyloxy)-hex-5-enoic acid (S)-1-((4S,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / iodine; PPh₃; imidazole / CH₂Cl₂ / 20 h / 20 °C

2: 86 percent / Zn(Ag)-graphite / tetrahydrofuran / 0.5 h / 20 °C

3: 87 percent / DCC; DMAP / CH₂Cl₂ / 28 h / 20 °C

With 1H-imidazole; dmap; iodine; dicyclohexyl-carbodiimide; triphenylphosphine; silver; zinc; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja020238i