(2S,3R)-3-tert-butoxycarbonylamino-1,2-O-isopropylidene-3-p-methoxyphenyl-1,2-propanediol

Base Information

Chemical Name:(2S,3R)-3-tert-butoxycarbonylamino-1,2-O-isopropylidene-3-p-methoxyphenyl-1,2-propanediol
CAS No.:782501-35-3
Molecular Formula:C₁₈H₂₇NO₅
Molecular Weight:337.416
Hs Code.:

Synonyms:(2S,3R)-3-tert-butoxycarbonylamino-1,2-O-isopropylidene-3-p-methoxyphenyl-1,2-propanediol

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Chemical Property of (2S,3R)-3-tert-butoxycarbonylamino-1,2-O-isopropylidene-3-p-methoxyphenyl-1,2-propanediol

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Technology Process of (2S,3R)-3-tert-butoxycarbonylamino-1,2-O-isopropylidene-3-p-methoxyphenyl-1,2-propanediol

There total 6 articles about (2S,3R)-3-tert-butoxycarbonylamino-1,2-O-isopropylidene-3-p-methoxyphenyl-1,2-propanediol 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%

: 24424-99-5
di-tert-butyl dicarbonate

: 782501-34-2
(2S,3R)-3-amino-1,2-O-isopropylidene-3-p-methoxyphenyl-1,2-propanediol

: 782501-35-3
(2S,3R)-3-tert-butoxycarbonylamino-1,2-O-isopropylidene-3-p-methoxyphenyl-1,2-propanediol

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1081/CAR-200030048

Reference yield:

: 106363-66-0
(2R,3S)-3-hydroxy-1,2-O-isopropylidene-3-p-methoxyphenyl-1,2-propanediol

: 782501-35-3
(2S,3R)-3-tert-butoxycarbonylamino-1,2-O-isopropylidene-3-p-methoxyphenyl-1,2-propanediol

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / triethylamine / CH₂Cl₂ / 3 h / 20 °C

2: 84 percent / sodium azide / acetone / 3 h / Heating

3: 70 percent / lithium aluminum hydride / tetrahydrofuran / 3 h / 20 °C

4: 82 percent / triethylamine / CH₂Cl₂ / 3 h / 20 °C

With lithium aluminium tetrahydride; sodium azide; triethylamine; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1081/CAR-200030048

Reference yield:

: 15186-48-8
2,3-isopropylidene-glyceraldehyde

: 782501-35-3
(2S,3R)-3-tert-butoxycarbonylamino-1,2-O-isopropylidene-3-p-methoxyphenyl-1,2-propanediol

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / tetrahydrofuran / 3 h / 20 °C

2: 80 percent / triethylamine / CH₂Cl₂ / 3 h / 20 °C

3: 84 percent / sodium azide / acetone / 3 h / Heating

4: 70 percent / lithium aluminum hydride / tetrahydrofuran / 3 h / 20 °C

5: 82 percent / triethylamine / CH₂Cl₂ / 3 h / 20 °C

With lithium aluminium tetrahydride; sodium azide; triethylamine; In tetrahydrofuran; dichloromethane; acetone; 1: Grignard reaction;
DOI:10.1081/CAR-200030048