(R)-2-[(benzyloxycarbonylamino)methyl]-6-(tert-butoxycarbonylamino)hexanoic acid

Base Information

Chemical Name:(R)-2-[(benzyloxycarbonylamino)methyl]-6-(tert-butoxycarbonylamino)hexanoic acid
CAS No.:1265896-73-8
Molecular Formula:C₂₀H₃₀N₂O₆
Molecular Weight:394.468
Hs Code.:

Synonyms:(R)-2-[(benzyloxycarbonylamino)methyl]-6-(tert-butoxycarbonylamino)hexanoic acid

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Chemical Property of (R)-2-[(benzyloxycarbonylamino)methyl]-6-(tert-butoxycarbonylamino)hexanoic acid

Chemical Property:

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Technology Process of (R)-2-[(benzyloxycarbonylamino)methyl]-6-(tert-butoxycarbonylamino)hexanoic acid

There total 6 articles about (R)-2-[(benzyloxycarbonylamino)methyl]-6-(tert-butoxycarbonylamino)hexanoic 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: 57.0%

: 1605314-26-8
benzyl {(R)-6-tert-butoxycarbonylamino-2-[(3aS,7aS)-2-oxooctahydrobenzo[d]oxazole-3-carbonyl]-hexyl}carbamate

: 1265896-73-8
(R)-2-[(benzyloxycarbonylamino)methyl]-6-(tert-butoxycarbonylamino)hexanoic acid

Guidance literature:: With lithium hydroxide monohydrate; dihydrogen peroxide; In tetrahydrofuran; water; at 0 - 20 ℃;
DOI:10.1002/ejoc.201301834

Reference yield:

: 6404-29-1
6-(tert-butoxycarbonylamino)hexanoic acid

: 1265896-73-8
(R)-2-[(benzyloxycarbonylamino)methyl]-6-(tert-butoxycarbonylamino)hexanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine / tetrahydrofuran / 0.25 h / -15 °C

1.2: 2 h / -15 °C

2.1: lithium chloride / tetrahydrofuran / 18 h / 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.25 h / -78 °C

3.2: 5 h / -78 °C

4.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 24 h / 760.05 Torr

5.1: triethylamine; diphenyl phosphoryl azide / 3 h / 20 °C / Reflux

6.1: lithium hydroxide monohydrate; dihydrogen peroxide / tetrahydrofuran; water / 0 - 20 °C

With lithium hydroxide monohydrate; diphenyl phosphoryl azide; palladium 10% on activated carbon; hydrogen; dihydrogen peroxide; triethylamine; lithium chloride; lithium hexamethyldisilazane; In tetrahydrofuran; water; ethyl acetate; 5.1: |Curtius Rearrangement;
DOI:10.1002/ejoc.201301834

Reference yield:

: C₁₆H₂₉NO₅

: 1265896-73-8
(R)-2-[(benzyloxycarbonylamino)methyl]-6-(tert-butoxycarbonylamino)hexanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium chloride / tetrahydrofuran / 18 h / 20 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.25 h / -78 °C

2.2: 5 h / -78 °C

3.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 24 h / 760.05 Torr

4.1: triethylamine; diphenyl phosphoryl azide / 3 h / 20 °C / Reflux

5.1: lithium hydroxide monohydrate; dihydrogen peroxide / tetrahydrofuran; water / 0 - 20 °C

With lithium hydroxide monohydrate; diphenyl phosphoryl azide; palladium 10% on activated carbon; hydrogen; dihydrogen peroxide; triethylamine; lithium chloride; lithium hexamethyldisilazane; In tetrahydrofuran; water; ethyl acetate; 4.1: |Curtius Rearrangement;
DOI:10.1002/ejoc.201301834