(2R,3S)-2-azido-4-(p-methoxybenzyloxy)-3-methyl-1-butanol

Base Information

• Chemical Name: (2R,3S)-2-azido-4-(p-methoxybenzyloxy)-3-methyl-1-butanol
• CAS No.: 238746-03-7
• Molecular Formula: C₁₃H₁₉N₃O₃
• Molecular Weight: 265.312
• Mol file: 238746-03-7.mol

Synonyms:(2R,3S)-2-azido-4-(p-methoxybenzyloxy)-3-methyl-1-butanol

Chemical Property of (2R,3S)-2-azido-4-(p-methoxybenzyloxy)-3-methyl-1-butanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-2-azido-4-(p-methoxybenzyloxy)-3-methyl-1-butanol

There total 1 articles about (2R,3S)-2-azido-4-(p-methoxybenzyloxy)-3-methyl-1-butanol 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: 75.0%

(1R,2R,6S,8R)-4-[(2S,3S)-2-Azido-4-(4-methoxy-benzyloxy)-3-methyl-butyl]-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]decane → (2R,3S)-2-azido-4-(p-methoxybenzyloxy)-3-methyl-1-butanol (238746-03-7)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide;

DOI:10.1021/ja9811243

Reference yield: 100.0%

(2R,3S)-2-azido-4-(p-methoxybenzyloxy)-3-methyl-1-butanol (238746-03-7) → (2R,3S)-2-amino-4-(p-methoxybenzyloxy)-3-methyl-1-butanol (238746-05-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 0.666667h;

DOI:10.1021/ja9811243

Reference yield:

(2R,3S)-2-azido-4-(p-methoxybenzyloxy)-3-methyl-1-butanol (238746-03-7) → (2S,3S,4E,6E,8S,9S)-3-(tert-butoxycarbonyl)amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoic acid (134440-92-9)

Guidance literature:

Multi-step reaction with 8 steps

1: 100 percent / H₂ / 10 percent Pd/C / methanol / 0.67 h

2: CH₂Cl₂

3: 94 percent / Dess-Martin reagent / CH₂Cl₂ / 1 h

4: 1.) LDA / 1.) THF, 10 min, 2.) THF, 10 min

5: BF₃*Et₂O, EtSH / CH₂Cl₂ / 0.5 h

7: Dess-Martin reagent / CH₂Cl₂ / 1 h

8: NaClO₂, NaH₂PO₄, 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; boron trifluoride diethyl etherate; hydrogen; Dess-Martin periodane; ethanethiol; lithium diisopropyl amide; palladium on activated charcoal; In methanol; dichloromethane; water; tert-butyl alcohol;

DOI:10.1021/ja9811243

Downstream raw materials:

(2R,3S)-2-amino-4-(p-methoxybenzyloxy)-3-methyl-1-butanol

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

(-)-motuporin

(E,E)-(2S,3S,8S,9S)-3-(N-tert-butoxycarbonyl)amino-9-methoxy-10-phenyl-2,6,8-trimethyl-4,6-decadien-1-ol