[2-(4-benzyl-2-tert-butyl-5-oxo-[1,3]dioxolan-4-yl)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:[2-(4-benzyl-2-tert-butyl-5-oxo-[1,3]dioxolan-4-yl)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester
CAS No.:301180-86-9
Molecular Formula:C₂₂H₃₃NO₆
Molecular Weight:407.507
Hs Code.:

[2-(4-benzyl-2-<i>tert</i>-butyl-5-oxo-[1,3]dioxolan-4-yl)-1-hydroxymethyl-ethyl]-carbamic acid <i>tert</i>-butyl ester

Synonyms:[2-(4-benzyl-2-tert-butyl-5-oxo-[1,3]dioxolan-4-yl)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester

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Chemical Property of [2-(4-benzyl-2-tert-butyl-5-oxo-[1,3]dioxolan-4-yl)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester

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Technology Process of [2-(4-benzyl-2-tert-butyl-5-oxo-[1,3]dioxolan-4-yl)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester

There total 8 articles about [2-(4-benzyl-2-tert-butyl-5-oxo-[1,3]dioxolan-4-yl)-1-hydroxymethyl-ethyl]-carbamic acid tert-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: 77.0%

: 301180-85-8
4-(4-benzyl-2-tert-butyl-5-oxo-[1,3]dioxolan-4-ylmethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 301180-86-9
[2-(4-benzyl-2-tert-butyl-5-oxo-[1,3]dioxolan-4-yl)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: With pyridinium p-toluenesulfonate; In ethanol; water; for 6h; Heating;
DOI:10.1021/ol006246q DOI:10.1021/ol006246q

Reference yield:

: 828-01-3,7326-19-4,20312-36-1,156-05-8
D-phenyllactic acid

: 301180-86-9
[2-(4-benzyl-2-tert-butyl-5-oxo-[1,3]dioxolan-4-yl)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 95 percent / BF₃*OEt₂ / diethyl ether / 2 h / -20 °C

2.1: 77 percent / LDA / tetrahydrofuran / 2 h / -78 °C

3.1: NaH; CS₂; MeI / tetrahydrofuran

3.2: n-Bu₃SnH; AIBN / toluene / 2 h / Heating

4.1: 77 percent / PPTS / ethanol; H₂O / 6 h / Heating

With carbon disulfide; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; sodium hydride; lithium diisopropyl amide; methyl iodide; In tetrahydrofuran; diethyl ether; ethanol; water; 1.1: Cyclization / 2.1: Condensation / 3.1: Metallation / 3.2: Reduction / 4.1: Hydrolysis;
DOI:10.1021/ol006246q DOI:10.1021/ol006246q

Reference yield:

: 301180-84-7
4-[(4-benzyl-2-tert-butyl-5-oxo-[1,3]dioxolan-4-yl)-hydroxy-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 301180-86-9
[2-(4-benzyl-2-tert-butyl-5-oxo-[1,3]dioxolan-4-yl)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH; CS₂; MeI / tetrahydrofuran

1.2: n-Bu₃SnH; AIBN / toluene / 2 h / Heating

2.1: 77 percent / PPTS / ethanol; H₂O / 6 h / Heating

With carbon disulfide; pyridinium p-toluenesulfonate; sodium hydride; methyl iodide; In tetrahydrofuran; ethanol; water; 1.1: Metallation / 1.2: Reduction / 2.1: Hydrolysis;
DOI:10.1021/ol006246q DOI:10.1021/ol006246q