[N'-((3R,5R)-3,6-Diazido-5-benzyloxymethoxy-hexanoyl)-N-methyl-hydrazino]-acetic acid benzyl ester

Base Information

Chemical Name:[N'-((3R,5R)-3,6-Diazido-5-benzyloxymethoxy-hexanoyl)-N-methyl-hydrazino]-acetic acid benzyl ester
CAS No.:119138-84-0
Molecular Formula:C₂₄H₃₀N₈O₅
Molecular Weight:510.553
Hs Code.:

Synonyms:[N'-((3R,5R)-3,6-Diazido-5-benzyloxymethoxy-hexanoyl)-N-methyl-hydrazino]-acetic acid benzyl ester

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Chemical Property of [N'-((3R,5R)-3,6-Diazido-5-benzyloxymethoxy-hexanoyl)-N-methyl-hydrazino]-acetic acid benzyl ester

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Technology Process of [N'-((3R,5R)-3,6-Diazido-5-benzyloxymethoxy-hexanoyl)-N-methyl-hydrazino]-acetic acid benzyl ester

There total 14 articles about [N'-((3R,5R)-3,6-Diazido-5-benzyloxymethoxy-hexanoyl)-N-methyl-hydrazino]-acetic acid benzyl ester 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: 63.0%

: 55501-33-2
benzyl 2-(1-methylhydrazinyl)acetate

: 119138-85-1
(3R,5R)-3,6-Diazido-5-benzyloxymethoxy-hexanoic acid

: 119138-84-0
[N'-((3R,5R)-3,6-Diazido-5-benzyloxymethoxy-hexanoyl)-N-methyl-hydrazino]-acetic acid benzyl ester

Guidance literature:: With chloroformic acid ethyl ester; triethylamine; In toluene; at -5 ℃;
DOI:10.1016/S0040-4039(00)86063-3

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 119138-84-0
[N'-((3R,5R)-3,6-Diazido-5-benzyloxymethoxy-hexanoyl)-N-methyl-hydrazino]-acetic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / ⁱPr₂NEt / CH₂Cl₂ / Ambient temperature

2: 94 percent / ⁿBu₄NF / tetrahydrofuran

3: 67 percent / NaIO₄ / RuCl₃ / acetonitrile; CCl₄; H₂O / Ambient temperature

4: 63 percent / ClCO₂Et, NEt₃ / toluene / -5 °C

With sodium periodate; tetrabutyl ammonium fluoride; chloroformic acid ethyl ester; triethylamine; N-ethyl-N,N-diisopropylamine; ruthenium trichloride; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; toluene; acetonitrile;
DOI:10.1016/S0040-4039(00)86063-3

Reference yield:

: (R)-4-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-butane-1,3-diol

: 119138-84-0
[N'-((3R,5R)-3,6-Diazido-5-benzyloxymethoxy-hexanoyl)-N-methyl-hydrazino]-acetic acid benzyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 89 percent / DMAP, NEt₃ / CH₂Cl₂ / Ambient temperature

2: 100 percent / tetrahydrofuran / 0 °C

3: 99 percent / NaN₃ / 15-crown-5 / dimethylformamide / 50 °C

4: 87 percent / CuCl₂*2H₂O / ethanol / Ambient temperature

5: 92 percent / pyridine / -20 °C

6: 91 percent / NaN₃ / 15-crown-5 / dimethylformamide / 50 °C

7: 93 percent / ⁱPr₂NEt / CH₂Cl₂ / Ambient temperature

8: 94 percent / ⁿBu₄NF / tetrahydrofuran

9: 67 percent / NaIO₄ / RuCl₃ / acetonitrile; CCl₄; H₂O / Ambient temperature

10: 63 percent / ClCO₂Et, NEt₃ / toluene / -5 °C

With pyridine; dmap; sodium periodate; sodium azide; tetrabutyl ammonium fluoride; chloroformic acid ethyl ester; triethylamine; N-ethyl-N,N-diisopropylamine; ruthenium trichloride; 15-crown-5; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/S0040-4039(00)86063-3