ethyl (2R,3R,4S,5R)-3-benzyloxy-4,5-isopropylidenedioxy-2-[N-methyl-M-(diphenylmethyl)amino]hexanoate

Base Information

Chemical Name:ethyl (2R,3R,4S,5R)-3-benzyloxy-4,5-isopropylidenedioxy-2-[N-methyl-M-(diphenylmethyl)amino]hexanoate
CAS No.:186694-61-1
Molecular Formula:C₃₂H₃₉NO₅
Molecular Weight:517.665
Hs Code.:

Synonyms:ethyl (2R,3R,4S,5R)-3-benzyloxy-4,5-isopropylidenedioxy-2-[N-methyl-M-(diphenylmethyl)amino]hexanoate

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Chemical Property of ethyl (2R,3R,4S,5R)-3-benzyloxy-4,5-isopropylidenedioxy-2-[N-methyl-M-(diphenylmethyl)amino]hexanoate

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Technology Process of ethyl (2R,3R,4S,5R)-3-benzyloxy-4,5-isopropylidenedioxy-2-[N-methyl-M-(diphenylmethyl)amino]hexanoate

There total 9 articles about ethyl (2R,3R,4S,5R)-3-benzyloxy-4,5-isopropylidenedioxy-2-[N-methyl-M-(diphenylmethyl)amino]hexanoate 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%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 186694-59-7
ethyl (2R,3R,4S,5R)-3-benzyloxy-4,5-isopropylidenedioxy-2-[N-(diphenylmethylene)amino]hexanoate

: 186694-61-1
ethyl (2R,3R,4S,5R)-3-benzyloxy-4,5-isopropylidenedioxy-2-[N-methyl-M-(diphenylmethyl)amino]hexanoate

Guidance literature:: With sodium cyanoborohydride; In acetonitrile; for 15h;
DOI:10.1055/s-1997-696

Reference yield:

: 182216-93-9
(R)-((2R,5S)-3,6-Diethoxy-5-isopropyl-2,5-dihydro-pyrazin-2-yl)-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-methanol

: 186694-61-1
ethyl (2R,3R,4S,5R)-3-benzyloxy-4,5-isopropylidenedioxy-2-[N-methyl-M-(diphenylmethyl)amino]hexanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrahydrofuran / 0.5 h / 0 °C

1.2: 85 percent / Bu₄NI / tetrahydrofuran / 12 h / 20 °C

2.1: 88 percent / 0.25N HCl / 5 h / 20 °C

3.1: 81 percent / p-TsOH / CH₂Cl₂ / 14 h / 20 °C

4.1: 82 percent / NaBH₃CN; glacial AcOH / acetonitrile / 4 h / 20 °C

With hydrogenchloride; sodium cyanoborohydride; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1016/S0957-4166(02)00376-2

Reference yield:

: 186694-55-3
ethyl (2R,3R,4S,5R)-2-amino-3-benzyloxy-4,5-isopropylidenedioxyhexanoate

: 186694-61-1
ethyl (2R,3R,4S,5R)-3-benzyloxy-4,5-isopropylidenedioxy-2-[N-methyl-M-(diphenylmethyl)amino]hexanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / p-TsOH / CH₂Cl₂ / 14 h / 20 °C

2: 82 percent / NaBH₃CN; glacial AcOH / acetonitrile / 4 h / 20 °C

With sodium cyanoborohydride; toluene-4-sulfonic acid; acetic acid; In dichloromethane; acetonitrile;
DOI:10.1016/S0957-4166(02)00376-2