O⁴-(tert-Butyl) Hydrogen (R)-N²-<(Benzyloxy)carbonyl>-2-methylaspartate

Base Information

• Chemical Name: O⁴-(tert-Butyl) Hydrogen (R)-N²-<(Benzyloxy)carbonyl>-2-methylaspartate
• CAS No.: 135923-97-6
• Molecular Formula: C₁₇H₂₃NO₆
• Molecular Weight: 337.373
• Mol file: 135923-97-6.mol

Synonyms:O⁴-(tert-Butyl) Hydrogen (R)-N²-<(Benzyloxy)carbonyl>-2-methylaspartate

Chemical Property of O⁴-(tert-Butyl) Hydrogen (R)-N²-<(Benzyloxy)carbonyl>-2-methylaspartate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O⁴-(tert-Butyl) Hydrogen (R)-N²-<(Benzyloxy)carbonyl>-2-methylaspartate

There total 6 articles about O⁴-(tert-Butyl) Hydrogen (R)-N²-<(Benzyloxy)carbonyl>-2-methylaspartate 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: 76.0%

(2S,4R)-3-<(Benzyloxy)carbonyl>-4-(<(tert-butyloxy)carbonyl>methyl)-4-methyl-2-phenyl-1,3-oxazolidin-5-one (135923-92-1) → O4-(tert-Butyl) Hydrogen (R)-N2-<(Benzyloxy)carbonyl>-2-methylaspartate (135923-97-6)

Guidance literature:

With lithium hydroxide; In methanol; at 45 ℃; for 1h;

DOI:10.1002/hlca.19910740414

Reference yield:

(2R,4S)-3-<(Benzyloxy)carbonyl>-4-(<(tert-butyloxy)carbonyl>methyl)-4-methyl-2-phenyl-1,3-oxazolidin-5-one (135923-89-6) → O4-(tert-Butyl) Hydrogen (R)-N2-<(Benzyloxy)carbonyl>-2-methylaspartate (135923-97-6)

Guidance literature:

With sodium hydroxide; water; In methanol; at 45 ℃; for 2h;

DOI:10.1021/jm800487r

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) → O4-(tert-Butyl) Hydrogen (R)-N2-<(Benzyloxy)carbonyl>-2-methylaspartate (135923-97-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) 1,1,1,3,3,3-hexamethyldisilazane (HMDS), BuLi / 1) THF, -78 deg C, 10 min., 2) a) -78 deg C, 3 h, b) r.t., overnight

2: 76 percent / 2N aq. LiOH / methanol / 1 h / 45 °C

With lithium hydroxide; n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane; In methanol;

DOI:10.1002/hlca.19910740414

upstream raw materials:

(2S,4R)-3-<(Benzyloxy)carbonyl>-4-(<(tert-butyloxy)carbonyl>methyl)-4-methyl-2-phenyl-1,3-oxazolidin-5-one

bromoacetic acid tert-butyl ester

(2S,4R)-3-<(Benzyloxy)carbonyl>-4-methyl-2-phenyl-1,3-oxazolidin-5-one

(2R,4S)-3-<(Benzyloxy)carbonyl>-4-(<(tert-butyloxy)carbonyl>methyl)-4-methyl-2-phenyl-1,3-oxazolidin-5-one

Downstream raw materials:

O⁴-(tert-butyl) hydrogen (R)-2-methylaspartate