Benzyl N,N-bis(tert-butoxycarbonyl)-5-oxo-D-norvalinate

Base Information

• Chemical Name: Benzyl N,N-bis(tert-butoxycarbonyl)-5-oxo-D-norvalinate
• CAS No.: 784156-34-9
• Molecular Formula: C₂₂H₃₁NO₇
• Molecular Weight: 421.491
• Mol file: 784156-34-9.mol

Synonyms:(R)-benzyl 2-[bis(tert-butoxycarbonyl)amino]-5-oxopentanoate

Chemical Property of Benzyl N,N-bis(tert-butoxycarbonyl)-5-oxo-D-norvalinate

Chemical Property:

• Vapor Pressure: 1.45E-10mmHg at 25°C

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyl N,N-bis(tert-butoxycarbonyl)-5-oxo-D-norvalinate

There total 4 articles about Benzyl N,N-bis(tert-butoxycarbonyl)-5-oxo-D-norvalinate 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: 59.0%

(R)-benzyl 2-[bis(tert-butoxycarbonyl)amino]-5-[methoxy(methyl)amino]-5-oxopentanoate (1256386-08-9) → (R)-benzyl 2-[bis(tert-butoxycarbonyl)amino]-5-oxopentanoate (784156-34-9)

Guidance literature:

(R)-benzyl 2-[bis(tert-butoxycarbonyl)amino]-5-[methoxy(methyl)amino]-5-oxopentanoate; With lithium tri-t-butoxyaluminum hydride; In diethyl ether; at 20 ℃; for 2h;

With potassium hydrogensulfate; In diethyl ether; water;

Reference yield:

1-benzyl 5-methyl N,N-bis(tert-butoxycarbonyl)-D-glutamate (784156-32-7) → (R)-benzyl 2-[bis(tert-butoxycarbonyl)amino]-5-oxopentanoate (784156-34-9)

Guidance literature:

1-benzyl 5-methyl N,N-bis(tert-butoxycarbonyl)-D-glutamate; With diisobutylaluminium hydride; In diethyl ether; at -78 - -65 ℃; for 0.583333h;

With water; In diethyl ether;

Reference yield:

N-(tert-butoxycarbonyl)-D-glutamic acid 1-benzyl ester (34404-30-3) → (R)-benzyl 2-[bis(tert-butoxycarbonyl)amino]-5-oxopentanoate (784156-34-9)

Guidance literature:

Multi-step reaction with 3 steps

1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / dichloromethane / 0.17 h / 0 °C

2: dmap / acetonitrile / 42 h / 20 °C

3: lithium tri-t-butoxyaluminum hydride / diethyl ether / 2 h / 20 °C

With dmap; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; lithium tri-t-butoxyaluminum hydride; triethylamine; In diethyl ether; dichloromethane; acetonitrile;

upstream raw materials:

1-benzyl 5-methyl N,N-bis(tert-butoxycarbonyl)-D-glutamate

(R)-benzyl 2-[bis(tert-butoxycarbonyl)amino]-5-[methoxy(methyl)amino]-5-oxopentanoate

N-(tert-butoxycarbonyl)-D-glutamic acid 1-benzyl ester

di-tert-butyl dicarbonate

Downstream raw materials:

(S)-benzyl 2-({(R)-5-(benzyloxy)-4-[bis(tert-butoxycarbonyl)amino]-5-oxopentyl}amino)-6-benzyloxycarbonylaminohexanoate

tert-butyl [(2Z,3R,6S)-6-(2,3-difluorophenyl)-2-({2-hydroxy-2-[1-(trifluoromethyl)cyclopropyl]ethyl}imino)azepan-3-yl]carbamate

(3R,6S)-3-amino-6-(2,3-difluorophenyl)-1-(2-hydroxy-2-methylpropyl)azepan-2-one trifluoroacetic acid salt

tert-butyl (3R,6S)-6-(2,3-difluorophenyl)-2-hydrazonoazepan-3-ylcarbamate