tert-butyl 2S-(3-hydroxy-2-((4-methylphenyl)sulfonamido)propyl)carbamate

Base Information

• Chemical Name: tert-butyl 2S-(3-hydroxy-2-((4-methylphenyl)sulfonamido)propyl)carbamate
• CAS No.: 80312-88-5
• Molecular Formula: C₁₅H₂₄N₂O₅S
• Molecular Weight: 344.432

Synonyms:tert-butyl 2S-(3-hydroxy-2-((4-methylphenyl)sulfonamido)propyl)carbamate

Chemical Property of tert-butyl 2S-(3-hydroxy-2-((4-methylphenyl)sulfonamido)propyl)carbamate

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Technology Process of tert-butyl 2S-(3-hydroxy-2-((4-methylphenyl)sulfonamido)propyl)carbamate

There total 10 articles about tert-butyl 2S-(3-hydroxy-2-((4-methylphenyl)sulfonamido)propyl)carbamate 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: 89.0%

(S)-3-tert-Butoxycarbonylamino-2-(toluene-4-sulfonylamino)-propionic acid methyl ester (169604-92-6) → tert-butyl 2S-(3-hydroxy-2-((4-methylphenyl)sulfonamido)propyl)carbamate (80312-88-5)

Guidance literature:

With sodium tetrahydroborate; lithium chloride; In tetrahydrofuran; ethanol; for 18h; Ambient temperature;

DOI:10.1002/jhet.5570340516

Reference yield: 86.0%

tert-butyl 3S-(hydroxymethyl)-2-tosyl-1,2-diazetidine-1-carboxylate → tert-butyl 2S-(3-hydroxy-2-((4-methylphenyl)sulfonamido)propyl)carbamate (80312-88-5)

Guidance literature:

With hydrogen; In ethanol; at 80 ℃; for 48h; under 37503.8 Torr; Autoclave;

DOI:10.1021/acs.orglett.7b00653

Reference yield:

tert-butyl 2-tosyl-3R-vinyl-1,2-diazetidine-1-carboxylate → tert-butyl 2S-(3-hydroxy-2-((4-methylphenyl)sulfonamido)propyl)carbamate (80312-88-5)

Guidance literature:

Multi-step reaction with 3 steps

1: ozone / dichloromethane; methanol / -78 °C / Inert atmosphere

2: sodium tetrahydroborate; methanol / dichloromethane / 24.5 h / -78 - 20 °C / Inert atmosphere

3: hydrogen / ethanol / 48 h / 80 °C / 37503.8 Torr / Autoclave

With methanol; sodium tetrahydroborate; hydrogen; ozone; In methanol; ethanol; dichloromethane;

DOI:10.1021/acs.orglett.7b00653

upstream raw materials:

(S)-3-tert-Butoxycarbonylamino-2-(toluene-4-sulfonylamino)-propionic acid methyl ester

N²-(toluene-4-sulfonyl)-L-asparagine

N^α-Tosyl-N^β-(tert-butpxycarbonyl)-L-α,β-diamonopropionic acid

t-butoxycarbonylhydrazine

Downstream raw materials:

(S)-3-amino-2-(4-toluenesulfonyl)amino-1-propanol

(S)-3-(3-methylbenzyl)amino-2-(4-toluenesulfonyl)amino-1-propanol

{[[(S)-3-Hydroxy-2-(toluene-4-sulfonylamino)-propyl]-(3-methyl-benzyl)-carbamoyl]-methyl}-methyl-carbamic acid tert-butyl ester

(S)-3-[N-(3-methylbenzyl)-N-trifluoroacetyl]amino-2-(4-toluenesulfonyl)amino-1-propanol

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