6-Benzyloxycarbonylamino-6-[hydroxy-(4-nitro-benzyloxy)-phosphoryl]-hexanoic acid

Base Information

Chemical Name:6-Benzyloxycarbonylamino-6-[hydroxy-(4-nitro-benzyloxy)-phosphoryl]-hexanoic acid
CAS No.:183552-27-4
Molecular Formula:C₂₁H₂₅N₂O₉P
Molecular Weight:480.411
Hs Code.:

Synonyms:6-Benzyloxycarbonylamino-6-[hydroxy-(4-nitro-benzyloxy)-phosphoryl]-hexanoic acid

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Chemical Property of 6-Benzyloxycarbonylamino-6-[hydroxy-(4-nitro-benzyloxy)-phosphoryl]-hexanoic acid

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Technology Process of 6-Benzyloxycarbonylamino-6-[hydroxy-(4-nitro-benzyloxy)-phosphoryl]-hexanoic acid

There total 7 articles about 6-Benzyloxycarbonylamino-6-[hydroxy-(4-nitro-benzyloxy)-phosphoryl]-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: 99.0%

: 174658-13-0
6-Benzyloxycarbonylamino-6-[hydroxy-(4-nitro-benzyloxy)-phosphoryl]-hexanoic acid ethyl ester

: 183552-27-4
6-Benzyloxycarbonylamino-6-[hydroxy-(4-nitro-benzyloxy)-phosphoryl]-hexanoic acid

Guidance literature:: With sodium hydroxide; In methanol; for 6.5h; Ambient temperature;
DOI:10.1021/ja952220w

Reference yield:

: 5299-60-5
6-hydroxy-hexanoic acid ethyl ester

: 183552-27-4
6-Benzyloxycarbonylamino-6-[hydroxy-(4-nitro-benzyloxy)-phosphoryl]-hexanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 40 percent / PDC / CH₂Cl₂ / 5 h / Ambient temperature

2: 48 percent / ethanol / a) RT, 17.5 h, b) 40 deg C, 6 h

3: H₂ / 10percent Pd/C / methanol; formic acid / 60 h

4: Et₃N / tetrahydrofuran / 3 h / Ambient temperature

5: 1.) bromotrimethylsilane, 2.) CH₃CN, H₂O / 1.) CH₂Cl₂, 35 deg C, 2 h, 2.) 12 h

6: 1H-tetrazole, DCC, pyridine / CH₂Cl₂ / 5 h / 35 °C

7: 99 percent / aq. NaOH / methanol / 6.5 h / Ambient temperature

With pyridine; 1H-tetrazole; sodium hydroxide; dipyridinium dichromate; trimethylsilyl bromide; water; hydrogen; triethylamine; dicyclohexyl-carbodiimide; acetonitrile; palladium on activated charcoal; In tetrahydrofuran; methanol; formic acid; ethanol; dichloromethane;
DOI:10.1021/ja952220w

Reference yield:

: 27983-42-2
5-carboethoxypentanal

: 183552-27-4
6-Benzyloxycarbonylamino-6-[hydroxy-(4-nitro-benzyloxy)-phosphoryl]-hexanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 48 percent / ethanol / a) RT, 17.5 h, b) 40 deg C, 6 h

2: H₂ / 10percent Pd/C / methanol; formic acid / 60 h

3: Et₃N / tetrahydrofuran / 3 h / Ambient temperature

4: 1.) bromotrimethylsilane, 2.) CH₃CN, H₂O / 1.) CH₂Cl₂, 35 deg C, 2 h, 2.) 12 h

5: 1H-tetrazole, DCC, pyridine / CH₂Cl₂ / 5 h / 35 °C

6: 99 percent / aq. NaOH / methanol / 6.5 h / Ambient temperature

With pyridine; 1H-tetrazole; sodium hydroxide; trimethylsilyl bromide; water; hydrogen; triethylamine; dicyclohexyl-carbodiimide; acetonitrile; palladium on activated charcoal; In tetrahydrofuran; methanol; formic acid; ethanol; dichloromethane;
DOI:10.1021/ja952220w