(R)-(-)-3-benzyloxy-2-methylpropyl bromide

Base Information

• Chemical Name: (R)-(-)-3-benzyloxy-2-methylpropyl bromide
• CAS No.: 63930-47-2
• Molecular Formula: C11H15BrO
• Molecular Weight: 243.143
• DSSTox Substance ID: DTXSID60428307
• Nikkaji Number: J1.436.691A
• Wikidata: Q82241129
• Mol file: 63930-47-2.mol

Synonyms:63930-47-2;AC1OGROL;(R)-(-)-3-benzyloxy-2-methylpropyl bromide;SCHEMBL9271921;DTXSID60428307;QVIBBFFDRDHFSJ-JTQLQIEISA-N;(R)-1-Bromo-2-methyl-3-(benzyloxy)propane

Chemical Property of (R)-(-)-3-benzyloxy-2-methylpropyl bromide

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 242.03063
• Heavy Atom Count: 13
• Complexity: 121

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(COCC1=CC=CC=C1)CBr
• Isomeric SMILES: C[C@H](COCC1=CC=CC=C1)CBr

Technology Process of (R)-(-)-3-benzyloxy-2-methylpropyl bromide

There total 16 articles about (R)-(-)-3-benzyloxy-2-methylpropyl bromide 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: 99.0%

(2R)-3-benzyloxy-2-methylpropyl methanesulfonate (920520-69-0) → (2R)-3-bromo-2-[(methylpropyloxy)methyl]benzene (63930-47-2)

Guidance literature:

With tetrabutylammomium bromide; In benzene; at 70 ℃; for 2h;

DOI:10.1002/ejoc.200600481

Reference yield:

(S)-3-benzyloxy-2-methylpropan-1-ol (63930-46-1) → (2R)-3-bromo-2-[(methylpropyloxy)methyl]benzene (63930-47-2)

Guidance literature:

With N-Bromosuccinimide; triphenylphosphine; In dichloromethane;

DOI:10.1002/hlca.19770600323

Reference yield:

methyl (2R)-3-(benzyloxy)-2-methylpropanoate (56850-58-9,59965-24-1,74924-27-9,112068-34-5) → (2R)-3-bromo-2-[(methylpropyloxy)methyl]benzene (63930-47-2)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminum hydride (LAH) / diethyl ether / 0 °C

2: Ph₃P, NBS / CH₂Cl₂ / 0 °C

With N-Bromosuccinimide; lithium aluminium tetrahydride; triphenylphosphine; In diethyl ether; dichloromethane;

DOI:10.1021/jo00016a004

upstream raw materials:

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

(2R)-3-benzyloxy-2-methylpropyl methanesulfonate

1-((benzyloxy)methyl)cyclopropan-1-ol

1-[(benzyloxy)methyl]cyclopropyl methanesulfonate

Downstream raw materials:

((S)-2-Methyl-oct-4-ynyloxymethyl)-benzene

(2R,5S)-6-Benzyloxy-5-methyl-2-(trityl-amino)-hexan-3-one

(S)-1-benzyloxy-4-(3,5-dimethoxyphenyl)-2-methylbutane

(S)-1-benzyloxy-5-(3,5-dimethoxyphenyl)-2-methylpent-4-yne