[1,3-dibenzyl-8-(2-chloro-1-hydroxy-ethyl)-2,4,5-trioxo-2,3,4,7,7a,8-hexahydro-1H-furo[3',4':4,5]benzo[1,2-d]imidazol-4a-ylmethyl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:[1,3-dibenzyl-8-(2-chloro-1-hydroxy-ethyl)-2,4,5-trioxo-2,3,4,7,7a,8-hexahydro-1H-furo[3',4':4,5]benzo[1,2-d]imidazol-4a-ylmethyl]-carbamic acid tert-butyl ester
CAS No.:908597-64-8
Molecular Formula:C₃₁H₃₄ClN₃O₇
Molecular Weight:596.08
Hs Code.:

[1,3-dibenzyl-8-(2-chloro-1-hydroxy-ethyl)-2,4,5-trioxo-2,3,4,7,7a,8-hexahydro-1<i>H</i>-furo[3',4':4,5]benzo[1,2-<i>d</i>]imidazol-4a-ylmethyl]-carbamic acid <i>tert</i>-butyl ester

Synonyms:[1,3-dibenzyl-8-(2-chloro-1-hydroxy-ethyl)-2,4,5-trioxo-2,3,4,7,7a,8-hexahydro-1H-furo[3',4':4,5]benzo[1,2-d]imidazol-4a-ylmethyl]-carbamic acid tert-butyl ester

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Chemical Property of [1,3-dibenzyl-8-(2-chloro-1-hydroxy-ethyl)-2,4,5-trioxo-2,3,4,7,7a,8-hexahydro-1H-furo[3',4':4,5]benzo[1,2-d]imidazol-4a-ylmethyl]-carbamic acid tert-butyl ester

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Technology Process of [1,3-dibenzyl-8-(2-chloro-1-hydroxy-ethyl)-2,4,5-trioxo-2,3,4,7,7a,8-hexahydro-1H-furo[3',4':4,5]benzo[1,2-d]imidazol-4a-ylmethyl]-carbamic acid tert-butyl ester

There total 13 articles about [1,3-dibenzyl-8-(2-chloro-1-hydroxy-ethyl)-2,4,5-trioxo-2,3,4,7,7a,8-hexahydro-1H-furo[3',4':4,5]benzo[1,2-d]imidazol-4a-ylmethyl]-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:

: 100-39-0
benzyl bromide

: 908597-64-8
[1,3-dibenzyl-8-(2-chloro-1-hydroxy-ethyl)-2,4,5-trioxo-2,3,4,7,7a,8-hexahydro-1H-furo[3',4':4,5]benzo[1,2-d]imidazol-4a-ylmethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / 2 h / 23 °C

1.2: copper(II) chloride; sodium hydride; oxygen / dimethylformamide / 12 h / 80 °C

1.3: 99 percent / phosphorus oxychloride / dimethylformamide / 2.5 h / 0 - 23 °C

2.1: lithium hexamethyldisilazide / tetrahydrofuran; hexane / -78 °C

2.2: 69 percent / boron trifluoride diethyl etherate / tetrahydrofuran; hexane / -78 °C

3.1: 92 percent / Dess-Martin periodinane / CH₂Cl₂; H₂O

4.1: 20 percent / glacial acetic acid; manganese(III) acetate dihydrate / 12 h / 80 °C

5.1: 83 percent / ammonium fluoride; acetic acid / methanol / 12 h / 60 °C

With ammonium fluoride; manganese triacetate; sodium hydride; Dess-Martin periodane; acetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; hexane; dichloromethane; water;
DOI:10.1002/anie.200601208

Reference yield:

: 896140-76-4
1,3-bis(benzyl)-4-formyl-2,3-dihydro-1H-imidazol-2-one

: 908597-64-8
[1,3-dibenzyl-8-(2-chloro-1-hydroxy-ethyl)-2,4,5-trioxo-2,3,4,7,7a,8-hexahydro-1H-furo[3',4':4,5]benzo[1,2-d]imidazol-4a-ylmethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium hexamethyldisilazide / tetrahydrofuran; hexane / -78 °C

1.2: 69 percent / boron trifluoride diethyl etherate / tetrahydrofuran; hexane / -78 °C

2.1: 92 percent / Dess-Martin periodinane / CH₂Cl₂; H₂O

3.1: 20 percent / glacial acetic acid; manganese(III) acetate dihydrate / 12 h / 80 °C

4.1: 83 percent / ammonium fluoride; acetic acid / methanol / 12 h / 60 °C

With ammonium fluoride; manganese triacetate; Dess-Martin periodane; acetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; hexane; dichloromethane; water;
DOI:10.1002/anie.200601208

Reference yield:

: 908597-55-7
(R,E)-5-chloro-4-tri(iso-propyl)silyloxypent-2-en-1-ol

: 908597-64-8
[1,3-dibenzyl-8-(2-chloro-1-hydroxy-ethyl)-2,4,5-trioxo-2,3,4,7,7a,8-hexahydro-1H-furo[3',4':4,5]benzo[1,2-d]imidazol-4a-ylmethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 99 percent / N,N'-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂ / 18 h / 23 °C

2.1: lithium hexamethyldisilazide / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 67 percent / boron trifluoride diethyl etherate / tetrahydrofuran; hexane / 0.75 h / -78 °C

3.1: 80 percent / Dess-Martin periodinane / CH₂Cl₂; H₂O / 0.25 h

4.1: 40 percent / glacial acetic acid; manganese(III) acetate dihydrate / 12 h / 60 °C

5.1: 83 percent / ammonium fluoride; acetic acid / methanol / 12 h / 60 °C

With dmap; ammonium fluoride; manganese triacetate; Dess-Martin periodane; acetic acid; dicyclohexyl-carbodiimide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; hexane; dichloromethane; water;
DOI:10.1002/anie.200601208