5(R)-<(Benzyloxy)methyl>-3(R),4(R)-bis(benzyloxy)-2(S)-(hydroxymethyl)-N-methylpyrrolidine

Base Information

Chemical Name:5(R)-<(Benzyloxy)methyl>-3(R),4(R)-bis(benzyloxy)-2(S)-(hydroxymethyl)-N-methylpyrrolidine
CAS No.:162895-66-1
Molecular Formula:C₂₈H₃₃NO₄
Molecular Weight:447.574
Hs Code.:

Synonyms:5(R)-<(Benzyloxy)methyl>-3(R),4(R)-bis(benzyloxy)-2(S)-(hydroxymethyl)-N-methylpyrrolidine

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Chemical Property of 5(R)-<(Benzyloxy)methyl>-3(R),4(R)-bis(benzyloxy)-2(S)-(hydroxymethyl)-N-methylpyrrolidine

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Technology Process of 5(R)-<(Benzyloxy)methyl>-3(R),4(R)-bis(benzyloxy)-2(S)-(hydroxymethyl)-N-methylpyrrolidine

There total 4 articles about 5(R)-<(Benzyloxy)methyl>-3(R),4(R)-bis(benzyloxy)-2(S)-(hydroxymethyl)-N-methylpyrrolidine 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:

: 132295-44-4
2,5-anhydro-2,5-imino-D-glucitol

: 162895-66-1
5(R)-<(Benzyloxy)methyl>-3(R),4(R)-bis(benzyloxy)-2(S)-(hydroxymethyl)-N-methylpyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / 10percent aq. NaHCO₃ / toluene / 1 h

2: 88 percent / NaH, KI / dimethylformamide / 12 h / Ambient temperature

3: 90 percent / aq. KOH / ethane-1,2-diol / 24 h / 100 °C

4: 2.) NaCNBH₃ / 1.) MeOH, reflux, 20 min, 2.) 0 deg C, 3 h

With potassium hydroxide; sodium hydride; sodium cyanoborohydride; sodium hydrogencarbonate; potassium iodide; In ethylene glycol; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00111a007

Reference yield:

: 162895-65-0
8(R)-(Hydroxymethyl)-6(R),7(R)-dihydroxy-5(S)-3-oxa-1-azabicyclo<3.3.0>octan-2-one

: 162895-66-1
5(R)-<(Benzyloxy)methyl>-3(R),4(R)-bis(benzyloxy)-2(S)-(hydroxymethyl)-N-methylpyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / NaH, KI / dimethylformamide / 12 h / Ambient temperature

2: 90 percent / aq. KOH / ethane-1,2-diol / 24 h / 100 °C

3: 2.) NaCNBH₃ / 1.) MeOH, reflux, 20 min, 2.) 0 deg C, 3 h

With potassium hydroxide; sodium hydride; sodium cyanoborohydride; potassium iodide; In ethylene glycol; N,N-dimethyl-formamide;
DOI:10.1021/jo00111a007

Reference yield:

: 162992-52-1
8(R)-<(Benzyloxy)methyl>-6(R),7(R)-bis(benzyloxy)-5(S)-3-oxa-1-azabicyclo<3.3.0>octan-2-one

: 162895-66-1
5(R)-<(Benzyloxy)methyl>-3(R),4(R)-bis(benzyloxy)-2(S)-(hydroxymethyl)-N-methylpyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / aq. KOH / ethane-1,2-diol / 24 h / 100 °C

2: 2.) NaCNBH₃ / 1.) MeOH, reflux, 20 min, 2.) 0 deg C, 3 h

With potassium hydroxide; sodium cyanoborohydride; In ethylene glycol;
DOI:10.1021/jo00111a007