<1S-(1α,2α,3α,4α)>-2-<<3-<4-<<(4-cyclohexylbutyl)amino>carbonyl>-2-oxazolyl>-7-oxabicyclo<2.2.1>hept-2-yl>methyl>benzenepropanoic acid methyl ester

Base Information

Chemical Name:<1S-(1α,2α,3α,4α)>-2-<<3-<4-<<(4-cyclohexylbutyl)amino>carbonyl>-2-oxazolyl>-7-oxabicyclo<2.2.1>hept-2-yl>methyl>benzenepropanoic acid methyl ester
CAS No.:142663-83-0
Molecular Formula:C₃₁H₄₂N₂O₅
Molecular Weight:522.685
Hs Code.:

Synonyms:<1S-(1α,2α,3α,4α)>-2-<<3-<4-<<(4-cyclohexylbutyl)amino>carbonyl>-2-oxazolyl>-7-oxabicyclo<2.2.1>hept-2-yl>methyl>benzenepropanoic acid methyl ester

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Chemical Property of <1S-(1α,2α,3α,4α)>-2-<<3-<4-<<(4-cyclohexylbutyl)amino>carbonyl>-2-oxazolyl>-7-oxabicyclo<2.2.1>hept-2-yl>methyl>benzenepropanoic acid methyl ester

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Technology Process of <1S-(1α,2α,3α,4α)>-2-<<3-<4-<<(4-cyclohexylbutyl)amino>carbonyl>-2-oxazolyl>-7-oxabicyclo<2.2.1>hept-2-yl>methyl>benzenepropanoic acid methyl ester

There total 22 articles about <1S-(1α,2α,3α,4α)>-2-<<3-<4-<<(4-cyclohexylbutyl)amino>carbonyl>-2-oxazolyl>-7-oxabicyclo<2.2.1>hept-2-yl>methyl>benzenepropanoic acid methyl 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: 66.0%

: <1S-(1α,2α,3α,4α)>-2-<<3-<4-<<(4-cyclohexylbutyl)amino>carbonyl>-4,5-dihydro-2-oxazolyl>-7-oxabicyclo<2.2.1>hept-2-yl>methyl>benzenepropanoic acid methyl ester

: 142663-83-0
<1S-(1α,2α,3α,4α)>-2-<<3-<4-<<(4-cyclohexylbutyl)amino>carbonyl>-2-oxazolyl>-7-oxabicyclo<2.2.1>hept-2-yl>methyl>benzenepropanoic acid methyl ester

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; copper(ll) bromide; In chloroform; ethyl acetate; at 45 ℃; for 47h;
DOI:10.1021/jm00062a013

Reference yield:

: 142758-00-7
3-[2-((1S,2R,3R,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl)-phenyl]-propionic acid

: 142663-83-0
<1S-(1α,2α,3α,4α)>-2-<<3-<4-<<(4-cyclohexylbutyl)amino>carbonyl>-2-oxazolyl>-7-oxabicyclo<2.2.1>hept-2-yl>methyl>benzenepropanoic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 68.5 percent / HCl / 15 h / Ambient temperature

2: 82 percent / CrO₃, H₂SO₄ / acetone / 0.67 h / 25 °C

3: 1.) 1-hydroxybenzotriazole, Et₃N, 2.) dicyclohexylcarbodiimide / 1.) THF, 0 deg C, 5 min, 2.) THF, from 0 deg C to RT, 20 h

4: 77 percent / Ph₃P, diisopropylethylamine, CCl₄ / acetonitrile; CH₂Cl₂ / 2.5 h / Ambient temperature

5: 65 percent / CuBr₂, DBU / ethyl acetate; CHCl₃ / 22 h

6: 94 percent / H₂ / 20percent Pd(OH)2-C / ethyl acetate / 3 h / 760 Torr

7: oxalyl chloride, DMF / CH₂Cl₂ / 0.67 h / Ambient temperature

8: Et₃N / CH₂Cl₂ / 0.25 h / 0 °C

With chromium(VI) oxide; hydrogenchloride; tetrachloromethane; oxalyl dichloride; sulfuric acid; hydrogen; benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; dicyclohexyl-carbodiimide; triphenylphosphine; copper(ll) bromide; palladium hydroxide - carbon; In dichloromethane; chloroform; ethyl acetate; acetone; acetonitrile;
DOI:10.1021/jm00062a013

Reference yield:

: 135682-53-0
<1S-1α,2α,3α,4α>-2-<<3-(hydroxymethyl)-7-oxabicyclo<2.2.1>hept-2-yl>methyl>benzenepropanoic acid, methyl ester

: 142663-83-0
<1S-(1α,2α,3α,4α)>-2-<<3-<4-<<(4-cyclohexylbutyl)amino>carbonyl>-2-oxazolyl>-7-oxabicyclo<2.2.1>hept-2-yl>methyl>benzenepropanoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 82 percent / CrO₃, H₂SO₄ / acetone / 0.67 h / 25 °C

2: 1.) 1-hydroxybenzotriazole, Et₃N, 2.) dicyclohexylcarbodiimide / 1.) THF, 0 deg C, 5 min, 2.) THF, from 0 deg C to RT, 20 h

3: 77 percent / Ph₃P, diisopropylethylamine, CCl₄ / acetonitrile; CH₂Cl₂ / 2.5 h / Ambient temperature

4: 65 percent / CuBr₂, DBU / ethyl acetate; CHCl₃ / 22 h

5: 94 percent / H₂ / 20percent Pd(OH)2-C / ethyl acetate / 3 h / 760 Torr

6: oxalyl chloride, DMF / CH₂Cl₂ / 0.67 h / Ambient temperature

7: Et₃N / CH₂Cl₂ / 0.25 h / 0 °C

With chromium(VI) oxide; tetrachloromethane; oxalyl dichloride; sulfuric acid; hydrogen; benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; dicyclohexyl-carbodiimide; triphenylphosphine; copper(ll) bromide; palladium hydroxide - carbon; In dichloromethane; chloroform; ethyl acetate; acetone; acetonitrile;
DOI:10.1021/jm00062a013