methyl (1α,3β,4β)-4-[(tert-butoxycarbonyl)amino]-3-methoxycyclohexanecarboxylate

Base Information

Chemical Name:methyl (1α,3β,4β)-4-[(tert-butoxycarbonyl)amino]-3-methoxycyclohexanecarboxylate
CAS No.:643070-30-8
Molecular Formula:C₁₄H₂₅NO₅
Molecular Weight:287.356
Hs Code.:

Synonyms:methyl (1α,3β,4β)-4-[(tert-butoxycarbonyl)amino]-3-methoxycyclohexanecarboxylate

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Chemical Property of methyl (1α,3β,4β)-4-[(tert-butoxycarbonyl)amino]-3-methoxycyclohexanecarboxylate

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Technology Process of methyl (1α,3β,4β)-4-[(tert-butoxycarbonyl)amino]-3-methoxycyclohexanecarboxylate

There total 6 articles about methyl (1α,3β,4β)-4-[(tert-butoxycarbonyl)amino]-3-methoxycyclohexanecarboxylate 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: 80.0%

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

: 74-88-4
methyl iodide

: 643070-30-8
methyl (1α,3β,4β)-4-[(tert-butoxycarbonyl)amino]-3-methoxycyclohexanecarboxylate

Guidance literature:: With 3 A molecular sieve; silver(l) oxide; In dichloromethane; at 20 ℃; for 18h;

Reference yield:

: 643070-24-0
(1R,3R,4R)-4-azido-3-hydroxy-cyclohexanecarboxylic acid methyl ester

: 643070-30-8
methyl (1α,3β,4β)-4-[(tert-butoxycarbonyl)amino]-3-methoxycyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

With palladium on activated charcoal; hydrogen; N-ethyl-N,N-diisopropylamine; silver(l) oxide; In tetrahydrofuran; methanol; dichloromethane; acetic acid;
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

: 643070-30-8
methyl (1α,3β,4β)-4-[(tert-butoxycarbonyl)amino]-3-methoxycyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 5 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

With sodium azide; palladium on activated charcoal; hydrogen; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; silver(l) oxide; In tetrahydrofuran; methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.09.114