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

Base Information

Chemical Name:N-(Benzyloxycarbonyl)-5(R)-<(benzyloxy)methyl>-3(R),4(R)-bis(benzyloxy)-2(S)-(hydroxymethyl)pyrrolidine
CAS No.:162895-79-6
Molecular Formula:C₃₅H₃₇NO₆
Molecular Weight:567.682
Hs Code.:

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

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

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

There total 4 articles about N-(Benzyloxycarbonyl)-5(R)-<(benzyloxy)methyl>-3(R),4(R)-bis(benzyloxy)-2(S)-(hydroxymethyl)pyrrolidine 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: 88.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 162992-53-2
5(R)-<(Benzyloxy)methyl>-3(R),4(R)-bis(benzyloxy)-2(S)-(hydroxymethyl)pyrrolidine

: 162895-79-6
N-(Benzyloxycarbonyl)-5(R)-<(benzyloxy)methyl>-3(R),4(R)-bis(benzyloxy)-2(S)-(hydroxymethyl)pyrrolidine

Guidance literature:: With triethylamine; In dichloromethane; at 5 ℃; for 1h;
DOI:10.1021/jo00111a007

Reference yield:

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

: 162895-79-6
N-(Benzyloxycarbonyl)-5(R)-<(benzyloxy)methyl>-3(R),4(R)-bis(benzyloxy)-2(S)-(hydroxymethyl)pyrrolidine

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: 88 percent / Et₃N / CH₂Cl₂ / 1 h / 5 °C

With potassium hydroxide; sodium hydride; sodium hydrogencarbonate; triethylamine; potassium iodide; In dichloromethane; 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

: 162895-79-6
N-(Benzyloxycarbonyl)-5(R)-<(benzyloxy)methyl>-3(R),4(R)-bis(benzyloxy)-2(S)-(hydroxymethyl)pyrrolidine

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: 88 percent / Et₃N / CH₂Cl₂ / 1 h / 5 °C

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