tert-butyl ((4aR,7aR)-7a-(5-azido-2-fluorophenyl)-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-2-yl)carbamate

Base Information

Chemical Name:tert-butyl ((4aR,7aR)-7a-(5-azido-2-fluorophenyl)-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-2-yl)carbamate
CAS No.:1415208-89-7
Molecular Formula:C₁₇H₂₀FN₅O₃S
Molecular Weight:393.442
Hs Code.:

Synonyms:tert-butyl ((4aR,7aR)-7a-(5-azido-2-fluorophenyl)-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-2-yl)carbamate

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Chemical Property of tert-butyl ((4aR,7aR)-7a-(5-azido-2-fluorophenyl)-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-2-yl)carbamate

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Technology Process of tert-butyl ((4aR,7aR)-7a-(5-azido-2-fluorophenyl)-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-2-yl)carbamate

There total 3 articles about tert-butyl ((4aR,7aR)-7a-(5-azido-2-fluorophenyl)-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-2-yl)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: 36.5%

: 1415208-88-6
tert-butyl ((4aR,7aR)-7a-(5-bromo-2-fluorophenyl)-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-2-yl)carbamate

: 1415208-89-7
tert-butyl ((4aR,7aR)-7a-(5-azido-2-fluorophenyl)-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-2-yl)carbamate

Guidance literature:: With trans-N,N'-dimethyl-1,2-cyclohexyldiamine; sodium azide; copper(ll) sulfate pentahydrate; sodium L-ascorbate; In ethanol; water; at 80 ℃; for 1h;

Reference yield:

: (+/-)-(4aR,7aR)-7a-(5-bromo-2-fluorophenyl)-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-2-amine

: 1415208-89-7
tert-butyl ((4aR,7aR)-7a-(5-azido-2-fluorophenyl)-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-2-yl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1: Resolution of racemate; chiral HPLC

2: sodium hydrogencarbonate / 1,4-dioxane; water / 12 h / 20 °C

3: sodium azide; sodium L-ascorbate; copper(ll) sulfate pentahydrate; trans-N,N'-dimethyl-1,2-cyclohexyldiamine / ethanol; water / 1 h / 80 °C

With trans-N,N'-dimethyl-1,2-cyclohexyldiamine; sodium azide; copper(ll) sulfate pentahydrate; sodium hydrogencarbonate; sodium L-ascorbate; In 1,4-dioxane; ethanol; water;

Reference yield:

: 1415208-86-4
(R,R)-tert-butyl 7a-(2-fluoro-5-bromophenyl)-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-2-ylcarbamate

: 1415208-89-7
tert-butyl ((4aR,7aR)-7a-(5-azido-2-fluorophenyl)-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-2-yl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / 1,4-dioxane; water / 12 h / 20 °C

2: sodium azide; sodium L-ascorbate; copper(ll) sulfate pentahydrate; trans-N,N'-dimethyl-1,2-cyclohexyldiamine / ethanol; water / 1 h / 80 °C

With trans-N,N'-dimethyl-1,2-cyclohexyldiamine; sodium azide; copper(ll) sulfate pentahydrate; sodium hydrogencarbonate; sodium L-ascorbate; In 1,4-dioxane; ethanol; water;