(E)-tert-butyl 3-(phenylsulfonyl)allylcarbamate

Base Information

• Chemical Name: (E)-tert-butyl 3-(phenylsulfonyl)allylcarbamate
• CAS No.: 1450880-88-2
• Molecular Formula: C₁₄H₁₉NO₄S
• Molecular Weight: 297.375
• Mol file: 1450880-88-2.mol

Synonyms:(E)-tert-butyl 3-(phenylsulfonyl)allylcarbamate

Chemical Property of (E)-tert-butyl 3-(phenylsulfonyl)allylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-tert-butyl 3-(phenylsulfonyl)allylcarbamate

There total 6 articles about (E)-tert-butyl 3-(phenylsulfonyl)allylcarbamate 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: 52.0%

BOC-glycine (4530-20-5) + diethyl phenylsulfonylmethylphosphonate (56069-39-7) → (E)-tert-butyl 3-(phenylsulfonyl)allylcarbamate (1450880-88-2)

Guidance literature:

diethyl phenylsulfonylmethylphosphonate; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 0.5h;

BOC-glycine; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1039/c3ob41341a

Reference yield: 27.0%

diethyl phenylsulfonylmethylphosphonate (56069-39-7) + N-(t-butoxycarbonyl)glycinal (89711-08-0) → (E)-tert-butyl 3-(phenylsulfonyl)allylcarbamate (1450880-88-2)

Guidance literature:

diethyl phenylsulfonylmethylphosphonate; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.5h;

N-(t-butoxycarbonyl)glycinal; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.bmcl.2018.05.005

Reference yield:

tert-butyl N-(2,3-dihydroxypropyl)carbamate (137618-48-5) → (E)-tert-butyl 3-(phenylsulfonyl)allylcarbamate (1450880-88-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium periodate / water / 1 h / Darkness

2: sodium hydride / tetrahydrofuran / 0.33 h / 0 °C

With sodium periodate; sodium hydride; In tetrahydrofuran; water;

DOI:10.1016/j.bmcl.2020.127217

upstream raw materials:

BOC-glycine

diethyl phenylsulfonylmethylphosphonate

phenylthiomethyl chloride

N-(t-butoxycarbonyl)glycinal

Downstream raw materials:

(E)-3-(phenylsulfonyl)prop-2-en-1-amine hydrochloride

(S,E)-tert-butyl 1-oxo-3-phenyl-1-(3-(phenylsulfonyl)allylamino)-propan-2-ylcarbamate