ethyl (3R,4R,5S)-4-(tert-butoxycarbonyl)amino-5-hydroxy-(4-methoxybenzoxy)-1-cyclohexenecarboxylate

Base Information

Chemical Name:ethyl (3R,4R,5S)-4-(tert-butoxycarbonyl)amino-5-hydroxy-(4-methoxybenzoxy)-1-cyclohexenecarboxylate
CAS No.:1373390-63-6
Molecular Formula:C₂₂H₃₁NO₇
Molecular Weight:421.491
Hs Code.:

Synonyms:ethyl (3R,4R,5S)-4-(tert-butoxycarbonyl)amino-5-hydroxy-(4-methoxybenzoxy)-1-cyclohexenecarboxylate

Suppliers and Price of ethyl (3R,4R,5S)-4-(tert-butoxycarbonyl)amino-5-hydroxy-(4-methoxybenzoxy)-1-cyclohexenecarboxylate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of ethyl (3R,4R,5S)-4-(tert-butoxycarbonyl)amino-5-hydroxy-(4-methoxybenzoxy)-1-cyclohexenecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of ethyl (3R,4R,5S)-4-(tert-butoxycarbonyl)amino-5-hydroxy-(4-methoxybenzoxy)-1-cyclohexenecarboxylate

There total 7 articles about ethyl (3R,4R,5S)-4-(tert-butoxycarbonyl)amino-5-hydroxy-(4-methoxybenzoxy)-1-cyclohexenecarboxylate 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: 38.0%

: 1373390-61-4
ethyl (4RS,5R,6R)-5-(tert-butoxycarbonyl)amino-4-hydroxy-6-(4-methoxybenzoxy)-2-methylene-7-octenoate

: 1373390-65-8
ethyl (3R,4R,5R)-4-(tert-butoxycarbonyl)amino-5-hydroxy-(4-methoxybenzoxy)-1-cyclohexenecarboxylate

: 1373390-63-6
ethyl (3R,4R,5S)-4-(tert-butoxycarbonyl)amino-5-hydroxy-(4-methoxybenzoxy)-1-cyclohexenecarboxylate

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 3h; Reflux;
DOI:10.1002/jccs.201100637

Reference yield:

: C₂₁H₃₁NO₅

: 1373390-63-6
ethyl (3R,4R,5S)-4-(tert-butoxycarbonyl)amino-5-hydroxy-(4-methoxybenzoxy)-1-cyclohexenecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene-4-sulfonic acid / methanol / 3 h / 25 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1.25 h / -78 °C

2.2: 0.58 h / 0 °C

3.1: indium / ethanol; water / 6 h / 25 °C

4.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 3 h / Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; indium; oxalyl dichloride; toluene-4-sulfonic acid; dimethyl sulfoxide; In methanol; ethanol; dichloromethane; water; 2.1: Swern oxidation / 2.2: Swern oxidation / 3.1: Reformatsky reaction;
DOI:10.1002/jccs.201100637

Reference yield:

: 108149-63-9,108149-65-1
tert-butyl (4S)-4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

: 1373390-63-6
ethyl (3R,4R,5S)-4-(tert-butoxycarbonyl)amino-5-hydroxy-(4-methoxybenzoxy)-1-cyclohexenecarboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 2 h / -78 °C

2.1: methyllithium / diethyl ether / 15 h / 0 °C

2.2: 1 h / 20 °C

2.3: 2.33 h / -78 - 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 25 °C

4.1: toluene-4-sulfonic acid / methanol / 3 h / 25 °C

5.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1.25 h / -78 °C

5.2: 0.58 h / 0 °C

6.1: indium / ethanol; water / 6 h / 25 °C

7.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 3 h / Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; indium; oxalyl dichloride; methyllithium; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; 1.1: Swern oxidation / 5.1: Swern oxidation / 5.2: Swern oxidation / 6.1: Reformatsky reaction;
DOI:10.1002/jccs.201100637