(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.: 635313-41-6
• Molecular Formula: C₁₅H₂₃NO₅
• Molecular Weight: 297.351

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

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

Chemical Property:

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

There total 22 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: 91.0%

(1R,2S)-[2-benzyloxy-3-hydroxy-1-(4-methoxyphenyl)-propyl]-carbamic acid tert-butyl ester (1059626-61-7) → (2S,3R)-3-tert-butoxycarbonylamino-1,2-O-isopropylidene-3-p-methoxyphenyl-1,2-propanediol (635313-41-6)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In 1,4-dioxane; ethanol; for 2h;

DOI:10.1016/j.tetasy.2008.06.021

Reference yield: 90.0%

(2S,3R)-3-azido-3-(4-methoxyphenyl)-propane-1,2-diol (906448-60-0) + di-tert-butyl dicarbonate (24424-99-5) → (2S,3R)-3-tert-butoxycarbonylamino-1,2-O-isopropylidene-3-p-methoxyphenyl-1,2-propanediol (635313-41-6)

Guidance literature:

With polymethylhydrosiloxane; palladium on activated charcoal; In ethanol; at 20 ℃; for 4h;

DOI:10.1080/00397910600619499

Reference yield: 88.0%

(2S,3R)-3-tert-butoxycarbonylamino-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 (635313-41-6)

Guidance literature:

With bismuth(III) chloride; water; In acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1016/S0040-4039(02)01809-9

upstream raw materials:

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

1,1-dimethylethyl (1R,2R)-N-[2-hydroxy-1-(4-methoxyphenyl)-3-butenyl]carbamate

(2S,3R)-3-azido-3-(4-methoxyphenyl)-propane-1,2-diol

di-tert-butyl dicarbonate

Downstream raw materials:

3R-(tert-butoxycarbonyl)-amino-3-(4-methoxyphenyl)-2S-propane-1-(tert-butyl dimethylsiloxy)-2-ol

(4R,5R)-cytoxazone

(2R,3R)-3-tert-butoxycarbonylamino-3-(4-methoxyphenyl)-1,2-propanediol

[3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-1-(4-methoxy-phenyl)-propyl]-carbamic acid tert-butyl ester

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