((1R,2R,4R)-4-carbamoyl-2-methoxy-cyclohexyl)-carbamic acid tert-butyl ester

Base Information

Chemical Name:((1R,2R,4R)-4-carbamoyl-2-methoxy-cyclohexyl)-carbamic acid tert-butyl ester
CAS No.:643070-34-2
Molecular Formula:C₁₃H₂₄N₂O₄
Molecular Weight:272.345
Hs Code.:

Synonyms:((1R,2R,4R)-4-carbamoyl-2-methoxy-cyclohexyl)-carbamic acid tert-butyl ester

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Chemical Property of ((1R,2R,4R)-4-carbamoyl-2-methoxy-cyclohexyl)-carbamic acid tert-butyl ester

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Technology Process of ((1R,2R,4R)-4-carbamoyl-2-methoxy-cyclohexyl)-carbamic acid tert-butyl ester

There total 8 articles about ((1R,2R,4R)-4-carbamoyl-2-methoxy-cyclohexyl)-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: 75.0%

: 643070-32-0
(1R,3R,4R)-4-tert-butoxycarbonylamino-3-methoxy-cyclohexanecarboxylic acid

: 643070-34-2
((1R,2R,4R)-4-carbamoyl-2-methoxy-cyclohexyl)-carbamic acid tert-butyl ester

Guidance literature:: With 1-hydroxy-7-aza-benzotriazole; ammonium bicarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 18h;

Reference yield:

: 615569-02-3
methyl (1α,3α,4β)-4-[(tert-butoxycarbonyl)amino]-3-hydroxycyclohexanecarboxylate

: 643070-34-2
((1R,2R,4R)-4-carbamoyl-2-methoxy-cyclohexyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: silver(l) oxide / dichloromethane / 18 h / 20 °C / Molecular sieve

2: water; lithium hydroxide / methanol / 18 h / 20 °C

3: 1-hydroxy-7-aza-benzotriazole; ammonium bicarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 18 h / 20 °C

With 1-hydroxy-7-aza-benzotriazole; water; ammonium bicarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; silver(l) oxide; lithium hydroxide; In methanol; dichloromethane;
DOI:10.1016/j.bmcl.2011.09.114

Reference yield:

: 643068-20-6
(1R,4S,5R)-4-bromo-6-oxabicyclo[3.2.1]octan-7-one

: 643070-34-2
((1R,2R,4R)-4-carbamoyl-2-methoxy-cyclohexyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: sodium hydrogencarbonate / 18 h

2: sodium azide / N,N-dimethyl-formamide / 8 h / 60 °C

3: palladium on activated charcoal; hydrogen / methanol; acetic acid / 18 h / 20 °C / 760.05 Torr

4: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 18 h / 50 °C

5: silver(l) oxide / dichloromethane / 18 h / 20 °C / Molecular sieve

6: water; lithium hydroxide / methanol / 18 h / 20 °C

7: 1-hydroxy-7-aza-benzotriazole; ammonium bicarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 18 h / 20 °C

With sodium azide; 1-hydroxy-7-aza-benzotriazole; palladium on activated charcoal; water; hydrogen; sodium hydrogencarbonate; ammonium bicarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; silver(l) oxide; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.09.114