((S)-3-tert-Butoxy-2-methyl-propoxymethyl)-benzene

Base Information

• Chemical Name: ((S)-3-tert-Butoxy-2-methyl-propoxymethyl)-benzene
• CAS No.: 81470-71-5
• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.354
• Mol file: 81470-71-5.mol

Synonyms:

Chemical Property of ((S)-3-tert-Butoxy-2-methyl-propoxymethyl)-benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((S)-3-tert-Butoxy-2-methyl-propoxymethyl)-benzene

There total 1 articles about ((S)-3-tert-Butoxy-2-methyl-propoxymethyl)-benzene 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:

benzyl bromide (100-39-0) + (S)-3-tert-butoxy-2-methyl-propan-1-ol (59965-11-6) → ((S)-3-tert-Butoxy-2-methyl-propoxymethyl)-benzene (81470-71-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; for 14h; Ambient temperature;

DOI:10.1016/S0040-4020(01)93261-2

Reference yield:

((S)-3-tert-Butoxy-2-methyl-propoxymethyl)-benzene (81470-71-5) → [(2S,3S)-3-((S)-2-Benzyloxy-1-methyl-ethyl)-oxiranyl]-methanol (73814-75-2,73814-80-9,73837-43-1,79027-31-9,81520-04-9,81520-05-0,81520-08-3,81520-09-4,104320-78-7,115458-81-6,115458-82-7,125873-79-2,125873-80-5)

Guidance literature:

Multi-step reaction with 5 steps

1: trifluoroacetic acid / 4 h., 0 deg C then 1 h., 25 deg C

2: 96 percent / oxalyl chloride, dimethyl sulfoxide / CH₂Cl₂ / 0.25 h / -78 °C

3: 83 percent / t-BuOK / tetrahydrofuran / 0.33 h / -78 °C

4: 100 percent / DIBAL / CH₂Cl₂; hexane / 0.67 h

5: titanium tetraisopropoxide, t-butyl hydroperoxide / D(-)-diethyl tartrate / CH₂Cl₂ / 0.67 h / -23 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; oxalyl dichloride; potassium tert-butylate; diisobutylaluminium hydride; dimethyl sulfoxide; trifluoroacetic acid; diethyl (2S,3S)-tartrate; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/S0040-4020(01)93261-2

Reference yield:

((S)-3-tert-Butoxy-2-methyl-propoxymethyl)-benzene (81470-71-5) → [(2S,3S)-3-((R)-2-Benzyloxy-1-methyl-ethyl)-oxiranyl]-methanol (73814-75-2,73814-80-9,73837-43-1,79027-31-9,81520-04-9,81520-05-0,81520-08-3,81520-09-4,104320-78-7,115458-81-6,115458-82-7,125873-79-2,125873-80-5)

Guidance literature:

Multi-step reaction with 7 steps

1: trifluoroacetic acid / 4 h., 0 deg C then 1 h., 25 deg C

2: 96 percent / oxalyl chloride, dimethyl sulfoxide / CH₂Cl₂ / 0.25 h / -78 °C

3: triphenylphosphine / CH₂Cl₂ / 0.08 h / 0 °C

4: 81 percent / n-BuLi / tetrahydrofuran; hexane / 10 min., -78 deg C then 30 min., room temp.

5: 89 percent / quinoline, H₂ / Lindlar catalyst / hexane / 0.25 h / Ambient temperature

6: 98 percent / DIBAL / CH₂Cl₂; hexane / 0.67 h / -78 °C

7: 66 percent / titanium tetraisopropoxide, t-butyl hydroperoxide / L(+)-diethyl tartrate / CH₂Cl₂ / 24 h / -23 °C

With quinoline; titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; oxalyl dichloride; hydrogen; diisobutylaluminium hydride; dimethyl sulfoxide; triphenylphosphine; trifluoroacetic acid; Lindlar's catalyst; diethyl (2R,3R)-tartrate; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/S0040-4020(01)93261-2

upstream raw materials:

benzyl bromide

(S)-3-tert-butoxy-2-methyl-propan-1-ol

Downstream raw materials:

(R)-3-(benzyloxy)-2-methylpropan-1-ol

(2S)-3-(benzyloxy)-2-methylpropanal

(2E,4R)-5-(benzyloxy)-4-methyl-2-penten-1-ol

(2R,3R,4R)-5-(benzyloxy)-2,4-dimethyl-1,3-pentanediol