[(1S,2R)-1-Hydroxymethyl-2-(4-methoxy-benzyloxy)-but-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

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Chemical Name:[(1S,2R)-1-Hydroxymethyl-2-(4-methoxy-benzyloxy)-but-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester
CAS No.:866957-57-5
Molecular Formula:C₂₈H₂₉NO₅
Molecular Weight:459.542
Hs Code.:

Synonyms:[(1S,2R)-1-Hydroxymethyl-2-(4-methoxy-benzyloxy)-but-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

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Chemical Property of [(1S,2R)-1-Hydroxymethyl-2-(4-methoxy-benzyloxy)-but-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

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Technology Process of [(1S,2R)-1-Hydroxymethyl-2-(4-methoxy-benzyloxy)-but-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

There total 8 articles about [(1S,2R)-1-Hydroxymethyl-2-(4-methoxy-benzyloxy)-but-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl 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: 88.0%

: 761407-90-3
[1-(tert-butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-but-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

: 866957-57-5
[(1S,2R)-1-Hydroxymethyl-2-(4-methoxy-benzyloxy)-but-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: With pyridine hydrogenfluoride; In acetonitrile; at 20 ℃; for 10h;
DOI:10.1021/jo051069y

Reference yield:

: 631090-32-9
Methanesulfonic acid (1R,2R)-2-hydroxy-1-hydroxymethyl-but-3-enyl ester

: 866957-57-5
[(1S,2R)-1-Hydroxymethyl-2-(4-methoxy-benzyloxy)-but-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: imidazole / tetrahydrofuran / 0.5 h / 20 °C

2.1: 1.76 g / La(OTf)3 / toluene / 1 h / 20 °C

3.1: NaN₃; Bu₄NCl / dimethylformamide / 24 h / 90 °C

3.2: 300 mg / Et₃N; DMAP / CH₂Cl₂

4.1: 83 percent / Zn; NH₄Cl / methanol

5.1: 76 percent / Hunig's base / CH₂Cl₂

6.1: 88 percent / HF*pyridine / acetonitrile / 10 h / 20 °C

With 1H-imidazole; sodium azide; tetrabutyl-ammonium chloride; ammonium chloride; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine; zinc; lanthanum(lll) triflate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jo051069y

Reference yield:

: Methanesulfonic acid (1R,2R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-but-3-enyl ester

: 866957-57-5
[(1S,2R)-1-Hydroxymethyl-2-(4-methoxy-benzyloxy)-but-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1.76 g / La(OTf)3 / toluene / 1 h / 20 °C

2.1: NaN₃; Bu₄NCl / dimethylformamide / 24 h / 90 °C

2.2: 300 mg / Et₃N; DMAP / CH₂Cl₂

3.1: 83 percent / Zn; NH₄Cl / methanol

4.1: 76 percent / Hunig's base / CH₂Cl₂

5.1: 88 percent / HF*pyridine / acetonitrile / 10 h / 20 °C

With sodium azide; tetrabutyl-ammonium chloride; ammonium chloride; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine; zinc; lanthanum(lll) triflate; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jo051069y