Boc-[(2S)-Mdp]-OH

Base Information

• Chemical Name: Boc-[(2S)-Mdp]-OH
• CAS No.: 332186-75-1
• Molecular Formula: C₁₇H₂₄O₅
• Molecular Weight: 308.375
• Mol file: 332186-75-1.mol

Synonyms:Boc-[(2S)-Mdp]-OH

Chemical Property of Boc-[(2S)-Mdp]-OH

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Boc-[(2S)-Mdp]-OH

There total 8 articles about Boc-[(2S)-Mdp]-OH 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:

4-iodo-3,5-dimethylphenol (80826-86-4) → Boc-[(2S)-Mdp]-OH (332186-75-1)

Guidance literature:

Multi-step reaction with 8 steps

1: 98 percent / Et₃N; DMAP / H₂O; tetrahydrofuran

2: 61 percent / Pd(OAc)2; Et₃N; (p-MePh)3P / acetonitrile / Heating

3: H₂ / Pd/C / ethyl acetate / 50 °C / 3620.04 Torr

4: 88 percent / 1 N aq. NaOH / tetrahydrofuran

5: Et₃N / diethyl ether / -78 - 0 °C

6: n-BuLi / tetrahydrofuran / -78 - 0 °C

7: 71 percent / NaHMDS / tetrahydrofuran / -78 - -25 °C

8: aq. LiOH; H₂O₂ / tetrahydrofuran

With dmap; palladium diacetate; lithium hydroxide; sodium hydroxide; n-butyllithium; hydrogen; dihydrogen peroxide; sodium hexamethyldisilazane; triethylamine; Tri(p-tolyl)phosphine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; water; ethyl acetate; acetonitrile; 2: Heck coupling reaction;

DOI:10.1016/S0960-894X(00)00660-0

Reference yield:

3,5-Dimethylphenol (108-68-9,50356-23-5) → Boc-[(2S)-Mdp]-OH (332186-75-1)

Guidance literature:

Multi-step reaction with 9 steps

1: 79 percent / KI; KIO₃; HCl / methanol

2: 98 percent / Et₃N; DMAP / H₂O; tetrahydrofuran

3: 61 percent / Pd(OAc)2; Et₃N; (p-MePh)3P / acetonitrile / Heating

4: H₂ / Pd/C / ethyl acetate / 50 °C / 3620.04 Torr

5: 88 percent / 1 N aq. NaOH / tetrahydrofuran

6: Et₃N / diethyl ether / -78 - 0 °C

7: n-BuLi / tetrahydrofuran / -78 - 0 °C

8: 71 percent / NaHMDS / tetrahydrofuran / -78 - -25 °C

9: aq. LiOH; H₂O₂ / tetrahydrofuran

With hydrogenchloride; dmap; palladium diacetate; potassium iodate; lithium hydroxide; sodium hydroxide; n-butyllithium; hydrogen; dihydrogen peroxide; sodium hexamethyldisilazane; triethylamine; Tri(p-tolyl)phosphine; potassium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; water; ethyl acetate; acetonitrile; 3: Heck coupling reaction;

DOI:10.1016/S0960-894X(00)00660-0

Reference yield:

Methyl (E)-3-(4-tert-butoxycarbonyloxy-2,6-dimethylphenyl)-2-propenoate (332186-71-7) → Boc-[(2S)-Mdp]-OH (332186-75-1)

Guidance literature:

Multi-step reaction with 6 steps

1: H₂ / Pd/C / ethyl acetate / 50 °C / 3620.04 Torr

2: 88 percent / 1 N aq. NaOH / tetrahydrofuran

3: Et₃N / diethyl ether / -78 - 0 °C

4: n-BuLi / tetrahydrofuran / -78 - 0 °C

5: 71 percent / NaHMDS / tetrahydrofuran / -78 - -25 °C

6: aq. LiOH; H₂O₂ / tetrahydrofuran

With lithium hydroxide; sodium hydroxide; n-butyllithium; hydrogen; dihydrogen peroxide; sodium hexamethyldisilazane; triethylamine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethyl acetate;

DOI:10.1016/S0960-894X(00)00660-0

upstream raw materials:

(2S)-1-[(4S)-4-Benzyl-2-oxo-1,3-oxazolan-3-yl]-3-(4-tert-butoxycarbonyloxy-2,6-dimethylphenyl)-2-methylpropan-1-one

4-iodo-3,5-dimethylphenol

3,5-Dimethylphenol

3-(4-tert-Butoxycarbonyloxy-2,6-dimethylphenyl)propanoic acid

Downstream raw materials:

(2S)-2-methyl-3-(2',6'-dimethyl-4'-hydroxyphenyl)-propionic acid