(S)-tert-Butyl (1-((benzyloxy)amino)-3-hydroxy-3-methyl-1-oxobutan-2-yl)carbamate

Base Information

• Chemical Name: (S)-tert-Butyl (1-((benzyloxy)amino)-3-hydroxy-3-methyl-1-oxobutan-2-yl)carbamate
• CAS No.: 102507-19-7
• Molecular Formula: C17H26 N2 O5
• Molecular Weight: 338.404
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID00548497
• Wikidata: Q82427217
• Mol file: 102507-19-7.mol

Synonyms:102507-19-7;(S)-tert-Butyl (1-((benzyloxy)amino)-3-hydroxy-3-methyl-1-oxobutan-2-yl)carbamate;(S)-2-(N-Boc-amino)-N-benzyloxy-3-hydroxy-3-methylbutyramide;tert-butyl N-[(2S)-3-hydroxy-3-methyl-1-oxo-1-(phenylmethoxyamino)butan-2-yl]carbamate;CVDWRNZTWXJRST-CYBMUJFWSA-N;SCHEMBL16087907;DTXSID00548497;(S)-tert-Butyl(1-((benzyloxy)amino)-3-hydroxy-3-methyl-1-oxobutan-2-yl)carbamate;WS-01801;CS-0080145;(S)-tert-butyl 1-(benzyloxyamino)-3-hydroxy-3-methyl-1-oxobutan-2-ylcarbamate;tert-Butyl {(2S)-1-[(benzyloxy)amino]-3-hydroxy-3-methyl-1-oxobutan-2-yl}carbamate

Chemical Property of (S)-tert-Butyl (1-((benzyloxy)amino)-3-hydroxy-3-methyl-1-oxobutan-2-yl)carbamate

Chemical Property:

• Refractive Index: 1.523
• PSA: 96.89000
• LogP: 2.68040
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 338.18417193
• Heavy Atom Count: 24
• Complexity: 425

Purity/Quality:

99% ^*data from raw suppliers

(S)-tert-Butyl (1-((benzyloxy)amino)-3-hydroxy-3-methyl-1-oxobutan-2-yl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(C(=O)NOCC1=CC=CC=C1)C(C)(C)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](C(=O)NOCC1=CC=CC=C1)C(C)(C)O

Technology Process of (S)-tert-Butyl (1-((benzyloxy)amino)-3-hydroxy-3-methyl-1-oxobutan-2-yl)carbamate

There total 6 articles about (S)-tert-Butyl (1-((benzyloxy)amino)-3-hydroxy-3-methyl-1-oxobutan-2-yl)carbamate 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: 84.5%

O-benzylhydoxylamine hydrochloride (2687-43-6) + N-(tert-butoxycarbonyl)-3-hydroxy-L-valine (102507-13-1,105504-72-1) → (S)-tert-butyl 1-(benzyloxyamino)-3-hydroxy-3-methyl-1-oxobutan-2-ylcarbamate (102507-19-7)

Guidance literature:

N-(tert-butoxycarbonyl)-3-hydroxy-L-valine; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

O-benzylhydoxylamine hydrochloride; With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

Reference yield: 81.1%

N-benzyloxyamine (622-33-3) + N-(tert-butoxycarbonyl)-3-hydroxy-L-valine (102507-13-1,105504-72-1) → (S)-tert-butyl 1-(benzyloxyamino)-3-hydroxy-3-methyl-1-oxobutan-2-ylcarbamate (102507-19-7)

Guidance literature:

N-(tert-butoxycarbonyl)-3-hydroxy-L-valine; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; at -10 - 0 ℃; for 0.666667h;

N-benzyloxyamine; In tetrahydrofuran; at 0 - 20 ℃; for 1.5h;

Reference yield:

3-hydroxy-DL-valine (2280-28-6,5174-30-1) → (S)-tert-butyl 1-(benzyloxyamino)-3-hydroxy-3-methyl-1-oxobutan-2-ylcarbamate (102507-19-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 2-methyl-propan-2-ol; H₂O / pH= 10

2: DCC, HOBT / ethyl acetate

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In water; ethyl acetate; tert-butyl alcohol;

DOI:10.1016/S0040-4039(00)84643-2

upstream raw materials:

N-benzyloxyamine

N-(tert-butoxycarbonyl)-3-hydroxy-L-valine

3-hydroxy-DL-valine

di-tert-butyl dicarbonate

Downstream raw materials:

(3S)-3-[(t-Butyloxycarbonyl)amino]-4,4-dimethyl-1-(phenylmethoxy)-2-azetidinone

(1-Benzyloxy-3,3-dimethyl-4-oxo-azetidin-2-yl)-carbamic acid tert-butyl ester

((S)-1-Benzyloxycarbamoyl-2-methyl-2-sulfooxy-propyl)-carbamic acid tert-butyl ester; compound with pyridine

((S)-1-Benzyloxycarbamoyl-2-methyl-2-sulfooxy-propyl)-carbamic acid tert-butyl ester; compound with 2-methyl-pyridine

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