[(1S,2R)-2-Benzyloxy-4-(2-dodecyl-[1,3]dioxolan-2-yl)-1-hydroxymethyl-butyl]-carbamic acid benzyl ester

Base Information

Chemical Name:[(1S,2R)-2-Benzyloxy-4-(2-dodecyl-[1,3]dioxolan-2-yl)-1-hydroxymethyl-butyl]-carbamic acid benzyl ester
CAS No.:849428-92-8
Molecular Formula:C₃₅H₅₃NO₆
Molecular Weight:583.809
Hs Code.:

Synonyms:[(1S,2R)-2-Benzyloxy-4-(2-dodecyl-[1,3]dioxolan-2-yl)-1-hydroxymethyl-butyl]-carbamic acid benzyl ester

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Chemical Property of [(1S,2R)-2-Benzyloxy-4-(2-dodecyl-[1,3]dioxolan-2-yl)-1-hydroxymethyl-butyl]-carbamic acid benzyl ester

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Technology Process of [(1S,2R)-2-Benzyloxy-4-(2-dodecyl-[1,3]dioxolan-2-yl)-1-hydroxymethyl-butyl]-carbamic acid benzyl ester

There total 7 articles about [(1S,2R)-2-Benzyloxy-4-(2-dodecyl-[1,3]dioxolan-2-yl)-1-hydroxymethyl-butyl]-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: 94.0%

: 849428-91-7
(2S,3R)-2-amino-3-benzyloxy[1,3]dioxolan-6-yl-octadecan-1-ol

: 13139-17-8
N-(Benzyloxycarbonyloxy)succinimide

: 849428-92-8
[(1S,2R)-2-Benzyloxy-4-(2-dodecyl-[1,3]dioxolan-2-yl)-1-hydroxymethyl-butyl]-carbamic acid benzyl ester

Guidance literature:: In 1,4-dioxane; sodium hydrogencarbonate; at 20 ℃; for 14h;
DOI:10.3987/COM-04-S(P)21

Reference yield:

: 305838-42-0
(2S,3R)-1-(tert-butyldimethylsilanyloxy)-2-dibenzylamino-5-[1,3]dioxolan-2-yl-pentan-3-ol

: 849428-92-8
[(1S,2R)-2-Benzyloxy-4-(2-dodecyl-[1,3]dioxolan-2-yl)-1-hydroxymethyl-butyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 85 percent / NaH; Bu₄NI / tetrahydrofuran / 12 h / 20 °C

2.1: HCl / tetrahydrofuran; H₂O / 4 h / 20 °C

2.2: 90 percent / imidazole / dimethylformamide / 20 °C

3.1: Mg; dibromoethane / tetrahydrofuran / 1 h / 70 °C

3.2: 80 percent / tetrahydrofuran / 3 h / 20 °C

4.1: DMSO; oxalyl chloride / CH₂Cl₂ / 0.5 h / -78 °C

4.2: 84 percent / triethylamine / CH₂Cl₂ / -78 - 20 °C

5.1: 95 percent / TMSCl / 12 h / 20 °C

6.1: 78 percent / Pd(OH)2/charcon / ethanol; various solvent(s) / 4 h / 85 °C

7.1: 94 percent / dioxane; aq. NaHCO₃ / 14 h / 20 °C

With hydrogenchloride; chloro-trimethyl-silane; oxalyl dichloride; 1,1-Dibromoethane; tetra-(n-butyl)ammonium iodide; sodium hydride; magnesium; dimethyl sulfoxide; palladium dihydroxide; charcon; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; sodium hydrogencarbonate; 4.1: Swern oxidation;
DOI:10.3987/COM-04-S(P)21

Reference yield:

: 349556-02-1
(4R,5S)-6-(tert-butyldimethylsilanyloxy)-4-benzyloxy-5-dibenzylaminohexanal

: 849428-92-8
[(1S,2R)-2-Benzyloxy-4-(2-dodecyl-[1,3]dioxolan-2-yl)-1-hydroxymethyl-butyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: Mg; dibromoethane / tetrahydrofuran / 1 h / 70 °C

1.2: 80 percent / tetrahydrofuran / 3 h / 20 °C

2.1: DMSO; oxalyl chloride / CH₂Cl₂ / 0.5 h / -78 °C

2.2: 84 percent / triethylamine / CH₂Cl₂ / -78 - 20 °C

3.1: 95 percent / TMSCl / 12 h / 20 °C

4.1: 78 percent / Pd(OH)2/charcon / ethanol; various solvent(s) / 4 h / 85 °C

5.1: 94 percent / dioxane; aq. NaHCO₃ / 14 h / 20 °C

With chloro-trimethyl-silane; oxalyl dichloride; 1,1-Dibromoethane; magnesium; dimethyl sulfoxide; palladium dihydroxide; charcon; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; sodium hydrogencarbonate; 2.1: Swern oxidation;
DOI:10.3987/COM-04-S(P)21