tert-butyl (2S,3R)-3-(((benzyloxy)carbonyl)amino)-2-hydroxybutanoate

Base Information

• Chemical Name: tert-butyl (2S,3R)-3-(((benzyloxy)carbonyl)amino)-2-hydroxybutanoate
• CAS No.: 203064-64-6
• Molecular Formula: C₁₆H₂₃NO₅
• Molecular Weight: 309.362
• Mol file: 203064-64-6.mol

Synonyms:tert-butyl (2S,3R)-3-(((benzyloxy)carbonyl)amino)-2-hydroxybutanoate

Chemical Property of tert-butyl (2S,3R)-3-(((benzyloxy)carbonyl)amino)-2-hydroxybutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (2S,3R)-3-(((benzyloxy)carbonyl)amino)-2-hydroxybutanoate

There total 4 articles about tert-butyl (2S,3R)-3-(((benzyloxy)carbonyl)amino)-2-hydroxybutanoate 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: 68.0%

tert-butyl (E)-crotonate (79218-15-8) + benzyl N-chlorocarbamate (30830-47-8) → tert-butyl (2S,3R)-3-(((benzyloxy)carbonyl)amino)-2-hydroxybutanoate (203064-64-6)

Guidance literature:

With potassium dioxotetrahydroxoosmate(VI); 1,4-bis(9-O-dihydroquinidine)phthalazine; In acetonitrile;

DOI:10.1055/s-2000-6417

Reference yield: 67.0%

O-benzyl carbamate (621-84-1) + tert-butyl (E)-crotonate (79218-15-8) → (2R,3R)-tert-butyl 2-hydroxy-3-(N-benzyloxycarbonyl)-aminobutanoate + tert-butyl (2R,3S)-3-(((benzyloxy)carbonyl)amino)-2-hydroxybutanoate (203064-74-8) + tert-butyl (2S,3R)-3-(((benzyloxy)carbonyl)amino)-2-hydroxybutanoate (203064-64-6) + (2S,3S)-tert-butyl 2-hydroxy-3-(N-benzyloxycarbonyl)-aminobutanoate

Guidance literature:

With sodium hydroxide; potassium osmate(VI); tert-butylhypochlorite; 1,4-bis(9-O-dihydroquinidine)phthalazine; In propan-1-ol; water; for 5h;

DOI:10.1016/j.tet.2006.08.014

Reference yield:

tert-butylhypochlorite (507-40-4) + O-benzyl carbamate (621-84-1) + tert-butyl crotonate (3246-27-3) → tert-butyl (2S,3R)-3-(((benzyloxy)carbonyl)amino)-2-hydroxybutanoate (203064-64-6)

Guidance literature:

tert-butylhypochlorite; O-benzyl carbamate; With sodium hydroxide; In water; acetonitrile; at 15 ℃; for 0.5h;

tert-butyl crotonate; With potassium osmate; 1,4-bis(9-O-dihydroquinidine)phthalazine; In water; acetonitrile; at 20 ℃; for 1.5h;

DOI:10.1002/chem.202003387

upstream raw materials:

O-benzyl carbamate

tert-butyl (E)-crotonate

benzyl N-chlorocarbamate

tert-butylhypochlorite

Downstream raw materials:

(2R,3R)-tert-butyl 2-benzyloxycarbonylamino-3-tert-butoxycarbonylaminobutanoate

C₈H₁₇NO₃

(2R,3S)-3-Azido-2-benzyloxycarbonylamino-butyric acid tert-butyl ester

(2R,3R)-2-Azido-3-benzyloxycarbonylamino-butyric acid tert-butyl ester