Pentanedioic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-, methyl phenylmethyl ester, (3R)-

Base Information

Chemical Name:Pentanedioic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-, methyl phenylmethyl ester, (3R)-
CAS No.:76144-15-5
Molecular Formula:C18H25NO6
Molecular Weight:351.4
Hs Code.:

Synonyms:

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Chemical Property of Pentanedioic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-, methyl phenylmethyl ester, (3R)-

Chemical Property:

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Technology Process of Pentanedioic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-, methyl phenylmethyl ester, (3R)-

There total 2 articles about Pentanedioic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-, methyl phenylmethyl ester, (3R)- 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:

: (R)-5-(benzyloxy)-3-((tert-butoxycarbonyl)amino)-5-oxo-pentanoic acid

: 18107-18-1
diazomethyl-trimethyl-silane

: 76144-15-5
1-benzyl 5-methyl (R)-3-tert-butoxycarbonylaminoglutarate

Guidance literature:: In methanol; hexane; toluene; at 20 ℃; for 0.666667h;

Reference yield:

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 67-56-1
methanol

: 7536-58-5,98482-77-0
BOC-L-aspartic acid 4-benzyl ester

: 76144-15-5
1-benzyl 5-methyl (R)-3-tert-butoxycarbonylaminoglutarate

Guidance literature:: With N,N,N,N,-tetramethylethylenediamine; TEA; silver benzoate; chloroformic acid ethyl ester; Yield given. Multistep reaction; 1.) ether, -20- -10 deg C, 1 h; 2.) ether, 0-5 deg C, 1 h; 3.) RT, 1 h;
DOI:10.1248/cpb.33.3299

Reference yield:

: 76144-15-5
1-benzyl 5-methyl (R)-3-tert-butoxycarbonylaminoglutarate

: 103841-71-0
(R)-4-3'-diphenylmethyloxycarbonyl-3'-p-nitrobenzyloxycarbonyl-2'-oxopropyl-2-azetidinone

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) 2.5 N HCl; 2.) molecular sieve 4 A; 3.) H₂ / 3.) 5 percent Pd-C / 1.) AcOEt, 2 h, RT; 2.) benzene, RT, 2 h; 3.) methanol

2: thionyl chloride / 1.5 h / Ambient temperature

3: TEA / benzene / 3 h / Ambient temperature

4: 87 percent / 1 N NaOH / methanol; H₂O / 1 h / 0 °C

5: 1.) Na; 2.) 1 N HCl / 1.) liq. NH₃, 5 min; 2.) EtOH, RT, 1 h

6: 88 percent / H₂ / 5 percent Pd-C / ethanol / 1.5 h / Ambient temperature

7: 1.) isobutyl chloroformate, TEA; 2.) 50 percent NaH / 1.) THF, -20 deg C, 1 h; 2.) -5- 5 deg C, 1 h, THF

With hydrogenchloride; sodium hydroxide; thionyl chloride; 4 A molecular sieve; TEA; hydrogen; sodium; sodium hydride; isobutyl chloroformate; palladium on activated charcoal; In methanol; ethanol; water; benzene;
DOI:10.1248/cpb.33.3299