(1R,3R,4R)-4-tert-butoxycarbonylamino-3-methoxy-cyclohexanecarboxylic acid

Base Information

Chemical Name:(1R,3R,4R)-4-tert-butoxycarbonylamino-3-methoxy-cyclohexanecarboxylic acid
CAS No.:643070-32-0
Molecular Formula:C₁₃H₂₃NO₅
Molecular Weight:273.329
Hs Code.:

Synonyms:(1R,3R,4R)-4-tert-butoxycarbonylamino-3-methoxy-cyclohexanecarboxylic acid

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Chemical Property of (1R,3R,4R)-4-tert-butoxycarbonylamino-3-methoxy-cyclohexanecarboxylic acid

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Technology Process of (1R,3R,4R)-4-tert-butoxycarbonylamino-3-methoxy-cyclohexanecarboxylic acid

There total 6 articles about (1R,3R,4R)-4-tert-butoxycarbonylamino-3-methoxy-cyclohexanecarboxylic acid 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:

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

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

Guidance literature:: Multi-step reaction with 6 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

With sodium azide; palladium on activated charcoal; water; hydrogen; sodium hydrogencarbonate; 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

Reference yield:

: 643070-27-3
C₈H₁₅NO₃

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

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

With water; N-ethyl-N,N-diisopropylamine; silver(l) oxide; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.bmcl.2011.09.114

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With water; silver(l) oxide; lithium hydroxide; In methanol; dichloromethane;
DOI:10.1016/j.bmcl.2011.09.114