3-{[(Benzyloxy)carbonyl]amino}-2-hydroxypropanoic acid

Base Information

• Chemical Name: 3-{[(Benzyloxy)carbonyl]amino}-2-hydroxypropanoic acid
• CAS No.: 54515-39-8
• Molecular Formula: C11H13NO5
• Molecular Weight: 239.228
• DSSTox Substance ID: DTXSID30514044
• Mol file: 54515-39-8.mol

Synonyms:54515-39-8;3-{[(Benzyloxy)carbonyl]amino}-2-hydroxypropanoic acid;N-Z-(S)-Isoserine;2-hydroxy-3-(phenylmethoxycarbonylamino)propanoic acid;Cbz-3-amino-2-hydroxypropionic acid;Propanoic acid, 2-hydroxy-3-[[(phenylmethoxy)carbonyl]amino]-;3-(((Benzyloxy)carbonyl)amino)-2-hydroxypropanoic acid;SCHEMBL2142734;DTXSID30514044;Cbz-3-amino-2-hydroxypropionicacid;AKOS015157178;CS-0344932;FT-0745770;C78295;EN300-1692965

Chemical Property of 3-{[(Benzyloxy)carbonyl]amino}-2-hydroxypropanoic acid

Chemical Property:

• PSA: 99.35000
• LogP: 0.56270
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 239.07937252
• Heavy Atom Count: 17
• Complexity: 263

Purity/Quality:

99% ^*data from raw suppliers

Cbz-3-amino-2-hydroxypropionicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NCC(C(=O)O)O

Technology Process of 3-{[(Benzyloxy)carbonyl]amino}-2-hydroxypropanoic acid

There total 1 articles about 3-{[(Benzyloxy)carbonyl]amino}-2-hydroxypropanoic 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:

→ 3-benzyloxycarbonylamino-2-(S)-hydroxypropionic acid (54515-39-8)

Guidance literature:

Reference yield: 75.0%

3-benzyloxycarbonylamino-2-(S)-hydroxypropionic acid (54515-39-8) + methylamine (74-89-5) → benzyl N-[2-hydroxy-3-(methylamino)-3-oxo-propyl]carbamate

Guidance literature:

3-benzyloxycarbonylamino-2-(S)-hydroxypropionic acid; With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 25 ℃; for 0.25h;

methylamine; In tetrahydrofuran; dichloromethane; for 15h;

Reference yield:

N-hydroxy-5-norbornene-2,3-dicarboximide (21715-90-2) + 3-benzyloxycarbonylamino-2-(S)-hydroxypropionic acid (54515-39-8) → N-hydroxy-5-norbornene-2,3-dicarboximide ester of N-benzyloxycarbonyl-DL-2-hydroxy-3-aminopropanoic acid (66962-64-9)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; for 3h;

DOI:10.1016/S0008-6215(00)85134-4

Downstream raw materials:

(2S)-3-{[(benzyloxy)carbonyl]amino}-2-hydroxypropanoic acid

(R)-3-benzyloxycarbonylamino-2-hydroxypropionic acid

N-hydroxy-5-norbornene-2,3-dicarboximide ester of N-benzyloxycarbonyl-DL-2-hydroxy-3-aminopropanoic acid

1,2',6',3''-N-benzyloxycarbonyl-4-N-(D,L-3-amino-2-hydroxypropanoyl)fortimicin B

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