(3R,5R)-5-Benzyloxymethoxy-3,6-bis-tert-butoxycarbonylamino-hexanoic acid

Base Information

Chemical Name:(3R,5R)-5-Benzyloxymethoxy-3,6-bis-tert-butoxycarbonylamino-hexanoic acid
CAS No.:144036-70-4
Molecular Formula:C₂₄H₃₈N₂O₈
Molecular Weight:482.574
Hs Code.:

Synonyms:(3R,5R)-5-Benzyloxymethoxy-3,6-bis-tert-butoxycarbonylamino-hexanoic acid

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Chemical Property of (3R,5R)-5-Benzyloxymethoxy-3,6-bis-tert-butoxycarbonylamino-hexanoic acid

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Technology Process of (3R,5R)-5-Benzyloxymethoxy-3,6-bis-tert-butoxycarbonylamino-hexanoic acid

There total 11 articles about (3R,5R)-5-Benzyloxymethoxy-3,6-bis-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: 82.0%

: ((2R,4S)-2-Benzyloxymethoxy-4-tert-butoxycarbonylamino-6-hydroxy-hexyl)-carbamic acid tert-butyl ester

: 144036-70-4
(3R,5R)-5-Benzyloxymethoxy-3,6-bis-tert-butoxycarbonylamino-hexanoic acid

Guidance literature:: With sodium periodate; ruthenium trichloride; In tetrachloromethane; water; acetonitrile; at 25 ℃;
DOI:10.1016/S0040-4039(00)61332-1

Reference yield:

: (2R,4R)-2-Benzyloxymethoxy-6-(tert-butyl-dimethyl-silanyloxy)-hexane-1,4-diol

: 144036-70-4
(3R,5R)-5-Benzyloxymethoxy-3,6-bis-tert-butoxycarbonylamino-hexanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / DMAP, pyridine / 25 °C

2: 88 percent / NaN₃ / dimethylformamide / 80 °C

3: H₂ / 5percent Pd/C / ethanol / 25 °C

4: diisopropylethylamine / CHCl₃ / Heating

5: 97 percent / Bu₄NF / tetrahydrofuran / 25 °C

6: 82 percent / NaIO₄ / RuCl₃ / acetonitrile; CCl₄; H₂O / 25 °C

With pyridine; dmap; sodium periodate; sodium azide; tetrabutyl ammonium fluoride; hydrogen; N-ethyl-N,N-diisopropylamine; ruthenium trichloride; palladium on activated charcoal; In tetrahydrofuran; tetrachloromethane; ethanol; chloroform; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(00)61332-1

Reference yield:

: (2R,4S)-2-Benzyloxymethoxy-6-(tert-butyl-dimethyl-silanyloxy)-hexane-1,4-diamine

: 144036-70-4
(3R,5R)-5-Benzyloxymethoxy-3,6-bis-tert-butoxycarbonylamino-hexanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: diisopropylethylamine / CHCl₃ / Heating

2: 97 percent / Bu₄NF / tetrahydrofuran / 25 °C

3: 82 percent / NaIO₄ / RuCl₃ / acetonitrile; CCl₄; H₂O / 25 °C

With sodium periodate; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; ruthenium trichloride; In tetrahydrofuran; tetrachloromethane; chloroform; water; acetonitrile;
DOI:10.1016/S0040-4039(00)61332-1