tert-butyl {5-[(4aR,6R,8aS)-2-(benzoylamino)-6-(fluoromethyl)-4,4a,5,6-tetrahydropyrano[3,4-d][1,3]thiazin-8a(8H)-yl]-2,4-difluorobenzyl}carbamate

Base Information

Chemical Name:tert-butyl {5-[(4aR,6R,8aS)-2-(benzoylamino)-6-(fluoromethyl)-4,4a,5,6-tetrahydropyrano[3,4-d][1,3]thiazin-8a(8H)-yl]-2,4-difluorobenzyl}carbamate
CAS No.:1613393-84-2
Molecular Formula:C₂₇H₃₀F₃N₃O₄S
Molecular Weight:549.614
Hs Code.:

Synonyms:tert-butyl {5-[(4aR,6R,8aS)-2-(benzoylamino)-6-(fluoromethyl)-4,4a,5,6-tetrahydropyrano[3,4-d][1,3]thiazin-8a(8H)-yl]-2,4-difluorobenzyl}carbamate

Suppliers and Price of tert-butyl {5-[(4aR,6R,8aS)-2-(benzoylamino)-6-(fluoromethyl)-4,4a,5,6-tetrahydropyrano[3,4-d][1,3]thiazin-8a(8H)-yl]-2,4-difluorobenzyl}carbamate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of tert-butyl {5-[(4aR,6R,8aS)-2-(benzoylamino)-6-(fluoromethyl)-4,4a,5,6-tetrahydropyrano[3,4-d][1,3]thiazin-8a(8H)-yl]-2,4-difluorobenzyl}carbamate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of tert-butyl {5-[(4aR,6R,8aS)-2-(benzoylamino)-6-(fluoromethyl)-4,4a,5,6-tetrahydropyrano[3,4-d][1,3]thiazin-8a(8H)-yl]-2,4-difluorobenzyl}carbamate

There total 7 articles about tert-butyl {5-[(4aR,6R,8aS)-2-(benzoylamino)-6-(fluoromethyl)-4,4a,5,6-tetrahydropyrano[3,4-d][1,3]thiazin-8a(8H)-yl]-2,4-difluorobenzyl}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:

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

: 1613393-69-3
N-((4aR,6R,8aS)-8a-(5-cyano-2,4-difluorophenyl)-6-(fluoromethyl)-4,4a,5,6,8,8a-hexa-hydropyrano[3,4-d][1,3]thiazin-2-yl)benzamide

: 1613393-84-2
tert-butyl {5-[(4aR,6R,8aS)-2-(benzoylamino)-6-(fluoromethyl)-4,4a,5,6-tetrahydropyrano[3,4-d][1,3]thiazin-8a(8H)-yl]-2,4-difluorobenzyl}carbamate

Guidance literature:: di-tert-butyl dicarbonate; N-((4aR,6R,8aS)-8a-(5-cyano-2,4-difluorophenyl)-6-(fluoromethyl)-4,4a,5,6,8,8a-hexa-hydropyrano[3,4-d][1,3]thiazin-2-yl)benzamide; With sodium tetrahydroborate; nickel (II) chloride hexahydrate; In methanol; at 0 - 20 ℃; for 16.3h;

With 3-azapentane-1,5-diamine; In methanol; at 20 ℃; for 2h;

Reference yield:

: 28342-75-8
1,5-dibromo-2,4-difluorobenzene

: 1613393-84-2
tert-butyl {5-[(4aR,6R,8aS)-2-(benzoylamino)-6-(fluoromethyl)-4,4a,5,6-tetrahydropyrano[3,4-d][1,3]thiazin-8a(8H)-yl]-2,4-difluorobenzyl}carbamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: boron trifluoride diethyl etherate / toluene / 0.5 h / -78 °C / Inert atmosphere

1.2: 1.5 h / -78 - 5 °C / Inert atmosphere

2.1: samarium diiodide / tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere

3.1: dichloromethane / 20 °C / Inert atmosphere

4.1: sodium bromate / ethyl acetate; water / Inert atmosphere

4.2: 2 h / 20 - 30.5 °C / Inert atmosphere

5.1: diethylamino-sulfur trifluoride / dichloromethane; pentane / 20 °C / Inert atmosphere

6.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,1'-bis-(diphenylphosphino)ferrocene; zinc / N,N-dimethyl acetamide / 16 h / 130 °C / Inert atmosphere

7.1: nickel; triethylamine; hydrogen / tetrahydrofuran; ethanol / 20 °C / 3620.13 Torr / Inert atmosphere

With 1,1'-bis-(diphenylphosphino)ferrocene; sodium bromate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; samarium diiodide; diethylamino-sulfur trifluoride; boron trifluoride diethyl etherate; hydrogen; nickel; triethylamine; zinc; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl acetamide; water; ethyl acetate; toluene; pentane;
DOI:10.1021/acs.jmedchem.6b01451

Reference yield:

: 1613393-59-1
[(2R,4R,5S)-5-amino-2-((benzyloxy)methyl)-5-(5-bromo-2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]methanol

: 1613393-84-2
tert-butyl {5-[(4aR,6R,8aS)-2-(benzoylamino)-6-(fluoromethyl)-4,4a,5,6-tetrahydropyrano[3,4-d][1,3]thiazin-8a(8H)-yl]-2,4-difluorobenzyl}carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: dichloromethane / 20 °C / Inert atmosphere

2.1: sodium bromate / ethyl acetate; water / Inert atmosphere

2.2: 2 h / 20 - 30.5 °C / Inert atmosphere

3.1: diethylamino-sulfur trifluoride / dichloromethane; pentane / 20 °C / Inert atmosphere

4.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,1'-bis-(diphenylphosphino)ferrocene; zinc / N,N-dimethyl acetamide / 16 h / 130 °C / Inert atmosphere

5.1: nickel; triethylamine; hydrogen / tetrahydrofuran; ethanol / 20 °C / 3620.13 Torr / Inert atmosphere

With 1,1'-bis-(diphenylphosphino)ferrocene; sodium bromate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; diethylamino-sulfur trifluoride; hydrogen; nickel; triethylamine; zinc; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl acetamide; water; ethyl acetate; pentane;
DOI:10.1021/acs.jmedchem.6b01451