(S)-2-(2-((tert-Butoxycarbonyl)amino)acetamido)-3-methylbutanoic acid

Base Information

• Chemical Name: (S)-2-(2-((tert-Butoxycarbonyl)amino)acetamido)-3-methylbutanoic acid
• CAS No.: 28334-73-8
• Molecular Formula: C12H22N2O5
• Molecular Weight: 274.317
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID10366225
• Nikkaji Number: J2.791.991J
• Wikidata: Q82151356
• Mol file: 28334-73-8.mol

Synonyms:28334-73-8;(S)-2-(2-((tert-Butoxycarbonyl)amino)acetamido)-3-methylbutanoic acid;(2S)-3-methyl-2-[[2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]amino]butanoic acid;L-Valine, N-[(1,1-dimethylethoxy)carbonyl]glycyl-;Boc-Gly-Val-OH, 95%;SCHEMBL4754096;DTXSID10366225;(tert-butoxycarbonyl)glycyl-L-valine;DS-7207;CS-0155177;O10201;(S)-2-(2-((tert-Butoxycarbonyl)amino)acetamido)-3-methylbutanoicacid

Chemical Property of (S)-2-(2-((tert-Butoxycarbonyl)amino)acetamido)-3-methylbutanoic acid

Chemical Property:

• Melting Point: 109-113°C
• PSA: 111.71000
• LogP: 1.78120
• Storage Temp.: 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 274.15287181
• Heavy Atom Count: 19
• Complexity: 347

Purity/Quality:

97% ^*data from raw suppliers

Boc-Gly-Val-OH 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-2-(2-((tert-Butoxycarbonyl)amino)acetamido)-3-methylbutanoic acid

There total 9 articles about (S)-2-(2-((tert-Butoxycarbonyl)amino)acetamido)-3-methylbutanoic 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: 98.0%

N-t-butoxycarbonylglycyl-L-valine benzyl ester (66415-00-7) → (2S)-2-[[2-(tert-butoxycarbonylamino)acetyl]amino]-3-methylbutanoic acid (28334-73-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1002/hlca.19930760138

Reference yield: 96.0%

Boc-Gly-Val-NHNHPh → (2S)-2-[[2-(tert-butoxycarbonylamino)acetyl]amino]-3-methylbutanoic acid (28334-73-8)

Guidance literature:

With phosphate buffer; oxygen; tyrosinase; In water; acetonitrile; at 20 ℃; for 19h; pH=7.0;

DOI:10.1021/jo0259966

Reference yield: 95.0%

L-glycyl-L-valine (1963-21-9,6491-59-4) + di-tert-butyl dicarbonate (24424-99-5) → (2S)-2-[[2-(tert-butoxycarbonylamino)acetyl]amino]-3-methylbutanoic acid (28334-73-8)

Guidance literature:

With guanidine hydrochloride; In ethanol; at 35 - 40 ℃; for 0.6h;

DOI:10.1016/j.tetlet.2011.01.023

upstream raw materials:

N-t-butoxycarbonylglycyl-L-valine benzyl ester

L-glycyl-L-valine

2-(tert-butoxycarbonyloxyimino)-2-phenylacetonitrile

(S)-methyl 2-(2-((tert-butoxycarbonyl)amino)acetamido)-3-methylbutanoate

Downstream raw materials:

<3(S),4(S)>-2,4,5-trideoxy-4-<<2-<<<<(1,1-dimethylethoxy)carbonyl>amino>acetyl>amino>-3-methyl-1-oxobutyl>amino>-2,2-difluoro-5-<4-<2-oxo-2-(pentafluorophenoxy)ethoxy>phenyl>-N-(phenylmethyl)-L-glycero-pentonamide

<9(S),12(S)>-α,α-difluoro-β-hydroxy-9-(1-methylethyl)-4,7,10-trioxo-N-(phenylmethyl)-2-oxa-5,8,11-triazabicyclo<12,2,2>octadeca-14,16,17-triene-12-propanamide

Boc-Gly-Val-Sar-Sar-OCH₂C₆H₅

C₄₆H₇₀N₆O₇

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