N⁶-benzyloxycarbonyl-L-2,6-diaminopimelamic acid

Base Information

• Chemical Name: N⁶-benzyloxycarbonyl-L-2,6-diaminopimelamic acid
• CAS No.: 78082-26-5
• Molecular Formula: C₁₅H₂₁N₃O₅
• Molecular Weight: 323.349
• Mol file: 78082-26-5.mol

Synonyms:N⁶-benzyloxycarbonyl-L-2,6-diaminopimelamic acid

Chemical Property of N⁶-benzyloxycarbonyl-L-2,6-diaminopimelamic acid

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁶-benzyloxycarbonyl-L-2,6-diaminopimelamic acid

There total 13 articles about N⁶-benzyloxycarbonyl-L-2,6-diaminopimelamic 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: 58.0%

O1-p-nitrobenzyl-N2-benzyloxycarbonyl-L-2,6-diaminopimelic acid (121190-51-0) → N6-benzyloxycarbonyl-L-2,6-diaminopimelamic acid (78082-26-5)

Guidance literature:

With ammonium hydroxide; In ethyl acetate; at 20 ℃; for 24h;

Reference yield:

2,6-dicyanopiperidine (41980-31-8) → N6-benzyloxycarbonyl-L-2,6-diaminopimelamic acid (78082-26-5)

Guidance literature:

Multi-step reaction with 11 steps

1: 98 percent / ammonium bicarbonate, NH₄OH / 4 h / 100 - 105 °C / autoclave

2: 70 percent / aq. HBr(48percent, d = 1.49) / 36 h / Heating

4: 1.) aq. NaOH, AcOH (pH 5.2), 2.) papain, L-cysteine, KH₂PO₄, Na₂HPO₄ / 2.) water, 24 h, 37 deg C

5: 91 percent / aq. HCl (d = 1.19), AcOH / 24 h / Heating

6: 1.) aq. NaOH (pH 8-9), dicyclohexylamine, 2.) aq. methanesulfonic acid / 1.) 0 deg C --> room temperature, 20 h, 2.) water, EtOAc

7: 89 percent / toluene-p-sulphonic acid / toluene / 5 h / Heating

8: 32 percent / KOH / phenylmethanol / 1.) 40 deg C, 7.5 h, 2.) 20 deg C, 16 h

9: 95 percent / NH₃ / methanol / 144 h / 20 °C / autoclave

10: 99 percent / aq. HCl (d = 1.19), H₂ / palladium-charcoal (3percent) / methanol / 4 h

11: 1.) CuBr₂, aq. NaOH (pH 10 --> 8), 2.) aq. HCl, H₂S (gas) / 1.) water, 20 deg C, 20 h, 2.) MeOH, 22 h

With hydrogenchloride; potassium hydroxide; ammonium hydroxide; sodium hydroxide; disodium hydrogenphosphate; potassium dihydrogenphosphate; methanesulfonic acid; L-Cysteine; hydrogen sulfide; ammonia; hydrogen bromide; hydrogen; ammonium bicarbonate; toluene-4-sulfonic acid; acetic acid; N-cyclohexyl-cyclohexanamine; copper(ll) bromide; papain; palladium on activated charcoal; In methanol; toluene; benzyl alcohol;

Reference yield:

5,5'-trimethylenedihydantoin (41980-32-9) → N6-benzyloxycarbonyl-L-2,6-diaminopimelamic acid (78082-26-5)

Guidance literature:

Multi-step reaction with 10 steps

1: 70 percent / aq. HBr(48percent, d = 1.49) / 36 h / Heating

3: 1.) aq. NaOH, AcOH (pH 5.2), 2.) papain, L-cysteine, KH₂PO₄, Na₂HPO₄ / 2.) water, 24 h, 37 deg C

4: 91 percent / aq. HCl (d = 1.19), AcOH / 24 h / Heating

5: 1.) aq. NaOH (pH 8-9), dicyclohexylamine, 2.) aq. methanesulfonic acid / 1.) 0 deg C --> room temperature, 20 h, 2.) water, EtOAc

6: 89 percent / toluene-p-sulphonic acid / toluene / 5 h / Heating

7: 32 percent / KOH / phenylmethanol / 1.) 40 deg C, 7.5 h, 2.) 20 deg C, 16 h

8: 95 percent / NH₃ / methanol / 144 h / 20 °C / autoclave

9: 99 percent / aq. HCl (d = 1.19), H₂ / palladium-charcoal (3percent) / methanol / 4 h

10: 1.) CuBr₂, aq. NaOH (pH 10 --> 8), 2.) aq. HCl, H₂S (gas) / 1.) water, 20 deg C, 20 h, 2.) MeOH, 22 h

With hydrogenchloride; potassium hydroxide; sodium hydroxide; disodium hydrogenphosphate; potassium dihydrogenphosphate; methanesulfonic acid; L-Cysteine; hydrogen sulfide; ammonia; hydrogen bromide; hydrogen; toluene-4-sulfonic acid; acetic acid; N-cyclohexyl-cyclohexanamine; copper(ll) bromide; papain; palladium on activated charcoal; In methanol; toluene; benzyl alcohol;

upstream raw materials:

O¹-p-nitrobenzyl-N²-benzyloxycarbonyl-L-2,6-diaminopimelic acid

L-2,6-diaminopimelamic acid dichlorhydrate

benzyl chloroformate

2,6-dicyanopiperidine

Downstream raw materials:

N²-1-benzyl-N-(N-lauroyl-L-alanyl)-γ-D-glutamyl>-N⁶-benzyloxycarbonyl-L-2,6-diaminopimelamic acid

RP 56142