(R)-tert-Butyl 2-(3-(3-(3,4-dimethoxyphenyl)-1-hydroxypropyl)phenoxy)acetate

Base Information

• Chemical Name: (R)-tert-Butyl 2-(3-(3-(3,4-dimethoxyphenyl)-1-hydroxypropyl)phenoxy)acetate
• CAS No.: 178445-89-1
• Molecular Formula: C₂₃H₃₀O₆
• Molecular Weight: 402.488
• Mol file: 178445-89-1.mol

Synonyms:178445-89-1;(R)-tert-Butyl 2-(3-(3-(3,4-dimethoxyphenyl)-1-hydroxypropyl)phenoxy)acetate;R)-1-(3-(tert-butoxycarbonylmethoxy)phenyl)-3-(3,4-dimethoxyphenyl)-propan-1-ol;TERT-BUTYL (R)-2-(3-(3-(3,4-DIMETHOXYPHENYL)-1-HYDROXYPROPYL)PHENOXY)ACETATE;CBiol_000202;SCHEMBL499106;ICCB2_000202;MFCD32706544;AT11515;tert-butyl 2-[3-[(1R)-3-(3,4-dimethoxyphenyl)-1-hydroxypropyl]phenoxy]acetate;CS-0148829;A812372;tert-butyl 2-[3-[3-(3,4-dimethoxyphenyl)-1-hydroxy-propyl]phenoxy]acetate;(R)-1-(3-(tert-butoxycarbonylmethoxy)phenyl)-3-(3,4-dimethoxyphenyl)-propan-1-ol;t-Butyl (R)-2-(3-(3-(3,4-dimethoxyphenyl)-1-hydroxypropyl)phenoxy)acetate

Chemical Property of (R)-tert-Butyl 2-(3-(3-(3,4-dimethoxyphenyl)-1-hydroxypropyl)phenoxy)acetate

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 402.20423867
• Heavy Atom Count: 29
• Complexity: 488

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)COC1=CC=CC(=C1)C(CCC2=CC(=C(C=C2)OC)OC)O
• Isomeric SMILES: CC(C)(C)OC(=O)COC1=CC=CC(=C1)[C@@H](CCC2=CC(=C(C=C2)OC)OC)O

Technology Process of (R)-tert-Butyl 2-(3-(3-(3,4-dimethoxyphenyl)-1-hydroxypropyl)phenoxy)acetate

There total 17 articles about (R)-tert-Butyl 2-(3-(3-(3,4-dimethoxyphenyl)-1-hydroxypropyl)phenoxy)acetate 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: 98.0%

2[[3-(3,4-dimethyoxyphenyl)-1-oxopropyl]phenoxy]acetic acid 1,1-dimethylester (178445-86-8) → (R)-1-(3-(tert-butoxycarbonylmethoxy)phenyl)-3-(3,4-dimethoxyphenyl)-propan-1-ol (178445-89-1)

Guidance literature:

With B-chlorodiisopinocampheylborane; In tetrahydrofuran; at -20 ℃;

DOI:10.1016/S0968-0896(98)00125-4

Reference yield: 60.0%

1,1-dimethylethyl [3-[3-(3,4-dimethoxyphenyl)-1-carbonylpropyl]phenoxy]acetate → (R)-1-(3-(tert-butoxycarbonylmethoxy)phenyl)-3-(3,4-dimethoxyphenyl)-propan-1-ol (178445-89-1)

Guidance literature:

1,1-dimethylethyl [3-[3-(3,4-dimethoxyphenyl)-1-carbonylpropyl]phenoxy]acetate; With (+)-β-chlorodiisopinocampheylborane; In tetrahydrofuran; at -20 - -10 ℃; for 24h;

With 2,2'-iminobis[ethanol]; In tetrahydrofuran; diethyl ether; at 20 ℃; for 6h;

DOI:10.1002/anie.201403463

Reference yield:

3-Hydroxyacetophenone (121-71-1) → (R)-1-(3-(tert-butoxycarbonylmethoxy)phenyl)-3-(3,4-dimethoxyphenyl)-propan-1-ol (178445-89-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / aq. KOH / ethanol / 16 h / 20 °C

2: 76 percent / H₂ / Lindlar catalyst / aq. methanol / 6 h / 2068.59 - 2585.74 Torr

3: 99 percent / K₂CO₃ / acetone / 20 h / 20 °C

4: 98 percent / (+)-DIP-chloride / tetrahydrofuran / -20 °C

With potassium hydroxide; hydrogen; potassium carbonate; B-chlorodiisopinocampheylborane; Lindlar's catalyst; In tetrahydrofuran; methanol; ethanol; acetone; 1: Condensation / 2: Hydrogenation / 3: Alkylation / 4: Reduction;

DOI:10.1016/S0968-0896(98)00125-4

upstream raw materials:

2[[3-(3,4-dimethyoxyphenyl)-1-oxopropyl]phenoxy]acetic acid 1,1-dimethylester

bromoacetic acid tert-butyl ester

3-Hydroxyacetophenone

3,4-dimethoxy-benzaldehyde

Downstream raw materials:

(S)-1-(3,3-Dimethyl-2-oxo-pentanoyl)-pyrrolidine-2-carboxylic acid (R)-1-(3-tert-butoxycarbonylmethoxy-phenyl)-3-(3,4-dimethoxy-phenyl)-propyl ester

2-{3-[(1R)-3-(3,4-dimethoxyphenyl)-1-hydroxypropyl]phenoxy}acetic acid

(S)-1-(9H-fluoren-9-yl)methyl 2-((R)-1-(3-(2-tert-butoxy-2-oxo-ethoxy) phenyl)-3-(3,4-dimethoxyphenyl)propyl) piperidine-1,2-dicarboxylate

(S)-((R)-1-(3-(2-tert-butoxy-2-oxoethoxy)phenyl)-3-(3,4-dimethoxyphenyl)-propyl) piperidine-2-carboxylate