(2E,4S,5S)-5-methoxy-2,4-dimethyl-6-phenylhex-2-enyl(triphenyl)phosphonium bromide

Base Information

• Chemical Name: (2E,4S,5S)-5-methoxy-2,4-dimethyl-6-phenylhex-2-enyl(triphenyl)phosphonium bromide
• CAS No.: 126399-06-2
• Molecular Formula: Br*C₃₃H₃₆OP
• Molecular Weight: 559.526
• Mol file: 126399-06-2.mol

Synonyms:(2E,4S,5S)-5-methoxy-2,4-dimethyl-6-phenylhex-2-enyl(triphenyl)phosphonium bromide

Chemical Property of (2E,4S,5S)-5-methoxy-2,4-dimethyl-6-phenylhex-2-enyl(triphenyl)phosphonium bromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E,4S,5S)-5-methoxy-2,4-dimethyl-6-phenylhex-2-enyl(triphenyl)phosphonium bromide

There total 9 articles about (2E,4S,5S)-5-methoxy-2,4-dimethyl-6-phenylhex-2-enyl(triphenyl)phosphonium 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: 98.0%

(2S,3S,4E)-6-bromo-2-methoxy-3,5-dimethyl-1-phenyl-4-hexene (126399-11-9) + triphenylphosphine (603-35-0) → (2E,4S,5S)-5-methoxy-2,4-dimethyl-6-phenylhex-2-enyl(triphenyl)phosphonium bromide (126399-06-2)

Guidance literature:

In acetonitrile; for 16h; Heating;

DOI:10.1016/S0040-4039(00)99357-2

Reference yield:

(2E,4S,5S)-5-methoxy-2,4-dimethyl-6-phenylhex-2-en-1-ol (126399-05-1) → (2E,4S,5S)-5-methoxy-2,4-dimethyl-6-phenylhex-2-enyl(triphenyl)phosphonium bromide (126399-06-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / CBr₄, PPh₃ / tetrahydrofuran / 1 h

2: toluene / Heating

With carbon tetrabromide; triphenylphosphine; In tetrahydrofuran; toluene;

DOI:10.1021/ja9811243

Reference yield:

(2E,4S,5S)-ethyl 5-methoxy-2,4-dimethyl-6-phenylhex-2-enoate (126399-04-0) → (2E,4S,5S)-5-methoxy-2,4-dimethyl-6-phenylhex-2-enyl(triphenyl)phosphonium bromide (126399-06-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / LiAlH₄ / tetrahydrofuran / 1 h / Ambient temperature

2: 60 percent / CBr₄, PPh₃ / tetrahydrofuran / 1 h

3: toluene / Heating

With lithium aluminium tetrahydride; carbon tetrabromide; triphenylphosphine; In tetrahydrofuran; toluene;

DOI:10.1021/ja9811243

upstream raw materials:

cis/trans-(4S,5S)-1-bromo-5-methoxy-2,4-dimethyl-6-phenylhex-2-ene

triphenylphosphine

cis/trans-(4S,5S)-ethyl-5-methoxy-2,4-dimethyl-6-phenylhex-2-enoate

cis/trans-(4S,5S)-5-methoxy-2,4-dimethyl-6-phenylhex-2-en-1-ol

Downstream raw materials:

(2S,3S,4E,6E,8S,9S)-3-(tert-butoxycarbonyl)amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoic acid

(4E,6E)-(2S,3S,8S,9S)-3-Benzyloxycarbonylamino-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic acid ethyl ester

(2S,3S,8S,9S,4E,6E)-3-(tert-butoxycarbonyl)amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoic acid methyl ester

(2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoic acid