D-3,6-di(benzyloxycarbonylamino)-hexanoic acid 2-(carbethoxymethyl)-2-methylhydrazide

Base Information

• Chemical Name: D-3,6-di(benzyloxycarbonylamino)-hexanoic acid 2-(carbethoxymethyl)-2-methylhydrazide
• CAS No.: 60242-85-5
• Molecular Formula: C₂₇H₃₆N₄O₇
• Molecular Weight: 528.605

Synonyms:D-3,6-di(benzyloxycarbonylamino)-hexanoic acid 2-(carbethoxymethyl)-2-methylhydrazide

Chemical Property of D-3,6-di(benzyloxycarbonylamino)-hexanoic acid 2-(carbethoxymethyl)-2-methylhydrazide

Chemical Property:

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Technology Process of D-3,6-di(benzyloxycarbonylamino)-hexanoic acid 2-(carbethoxymethyl)-2-methylhydrazide

There total 4 articles about D-3,6-di(benzyloxycarbonylamino)-hexanoic acid 2-(carbethoxymethyl)-2-methylhydrazide 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)-N,N-dibenzyloxycarbonyl-β-lysine methyl ester (60242-84-4) → [N'-((R)-3,6-Bis-benzyloxycarbonylamino-hexanoyl)-N-methyl-hydrazino]-acetic acid ethyl ester (60242-85-5)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / methanol; tetrahydrofuran

2: (i) ClCO₂iBu, 4-methyl-morpholine, THF, (ii) /BRN= 6584301/

With sodium hydroxide; In tetrahydrofuran; methanol;

DOI:10.7164/antibiotics.31.914

Reference yield:

N,N'-di(benzyloxycarbonyl)-D-ornithine (2274-58-0,39897-05-7,13594-49-5) → [N'-((R)-3,6-Bis-benzyloxycarbonylamino-hexanoyl)-N-methyl-hydrazino]-acetic acid ethyl ester (60242-85-5)

Guidance literature:

Multi-step reaction with 3 steps

1: (i) PCl₅, Et₂O, (ii) /BRN= 102415/, (iii) /BRN= 1098229/, PhCO₂Ag, Et₃N

2: NaOH / methanol; tetrahydrofuran

3: (i) ClCO₂iBu, 4-methyl-morpholine, THF, (ii) /BRN= 6584301/

With sodium hydroxide; In tetrahydrofuran; methanol;

DOI:10.7164/antibiotics.31.914

Reference yield:

3,6-bis(N-benzyloxycarbonyl)-D-β-lysine (58773-45-8) + (N-Methyl-hydrazino)-acetic acid ethyl ester; hydrochloride → [N'-((R)-3,6-Bis-benzyloxycarbonylamino-hexanoyl)-N-methyl-hydrazino]-acetic acid ethyl ester (60242-85-5)

Guidance literature:

Multistep reaction; (i) ClCO₂iBu, 4-methyl-morpholine, THF, (ii) /BRN= 6584301/;

DOI:10.7164/antibiotics.31.914

upstream raw materials:

3,6-bis(N-benzyloxycarbonyl)-D-β-lysine

N,N'-di(benzyloxycarbonyl)-D-ornithine

(R)-N,N-dibenzyloxycarbonyl-β-lysine methyl ester

Downstream raw materials:

[N'-((R)-3,6-Bis-benzyloxycarbonylamino-hexanoyl)-N-methyl-hydrazino]-acetic acid

D-3,6-di-(benzyloxycarbonylamino)-hexanoic acid 2-(carboxymethyl)-2-methylhydrazide

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