3(S)-tert-butyloxycarbonyl-6-phenyl-2(R)-isobutylhexanoic acid

Base Information

• Chemical Name: 3(S)-tert-butyloxycarbonyl-6-phenyl-2(R)-isobutylhexanoic acid
• CAS No.: 219615-70-0
• Molecular Formula: C₂₁H₃₂O₄
• Molecular Weight: 348.483
• Mol file: 219615-70-0.mol

Synonyms:3(S)-tert-butyloxycarbonyl-6-phenyl-2(R)-isobutylhexanoic acid

Chemical Property of 3(S)-tert-butyloxycarbonyl-6-phenyl-2(R)-isobutylhexanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3(S)-tert-butyloxycarbonyl-6-phenyl-2(R)-isobutylhexanoic acid

There total 6 articles about 3(S)-tert-butyloxycarbonyl-6-phenyl-2(R)-isobutylhexanoic acid 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:

(R)-leucine (328-38-1,21675-61-6,25248-98-0,70-45-1) → 3(S)-tert-butyloxycarbonyl-6-phenyl-2(R)-isobutylhexanoic acid (219615-70-0)

Guidance literature:

Multi-step reaction with 6 steps

1: HBr; sodium nitrite / H₂O / 3 h / 0 - 2 °C

2: 66 percent / p-toluenesulfonic acid monohydrate / toluene / 2 h / Heating

3: 89 percent / tert-butoxide / dimethylformamide / 15 h / 5 °C

4: 91 percent / sodium hydride / dimethylformamide / 15 h / 5 °C

5: hydrogen / 5 percent Pd/C / methanol / 7 h / 20 °C

6: N-ethylmorpholine / toluene / 2 h / Heating

With N-ethylmorpholine;; tert-butoxide; hydrogen bromide; hydrogen; sodium hydride; toluene-4-sulfonic acid; sodium nitrite; palladium on activated charcoal; In methanol; water; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0968-0896(02)00109-8

Reference yield:

(R)-2-bromo-4-methylpentanoic acid (42990-28-3) → 3(S)-tert-butyloxycarbonyl-6-phenyl-2(R)-isobutylhexanoic acid (219615-70-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 66 percent / p-toluenesulfonic acid monohydrate / toluene / 2 h / Heating

2: 89 percent / tert-butoxide / dimethylformamide / 15 h / 5 °C

3: 91 percent / sodium hydride / dimethylformamide / 15 h / 5 °C

4: hydrogen / 5 percent Pd/C / methanol / 7 h / 20 °C

5: N-ethylmorpholine / toluene / 2 h / Heating

With N-ethylmorpholine;; tert-butoxide; hydrogen; sodium hydride; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0968-0896(02)00109-8

Reference yield:

tert-butyl (2R)-1,2-dibenzyl 4-methylpentane-1,1,2-tricarboxylate (184948-24-1) → 3(S)-tert-butyloxycarbonyl-6-phenyl-2(R)-isobutylhexanoic acid (219615-70-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / sodium hydride / dimethylformamide / 15 h / 5 °C

2: hydrogen / 5 percent Pd/C / methanol / 7 h / 20 °C

3: N-ethylmorpholine / toluene / 2 h / Heating

With N-ethylmorpholine;; hydrogen; sodium hydride; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0968-0896(02)00109-8

upstream raw materials:

(R)-leucine

(R)-2-bromo-4-methylpentanoic acid

tert-butyl (2R)-1,2-dibenzyl 4-methylpentane-1,1,2-tricarboxylate

benzyl 2(R)-bromo-4-methylpentanoate

Downstream raw materials:

tert-butyl 3(R)-hydroxymethyl-5-methyl-2(S)-phenylpropylhexanoate