[(2R)-2-[[2-amino-5-[[(3-chloro-2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]propyl]carbamic acid 1,1-dimethylethyl ester

Base Information

• Chemical Name: [(2R)-2-[[2-amino-5-[[(3-chloro-2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]propyl]carbamic acid 1,1-dimethylethyl ester
• CAS No.: 333743-57-0
• Molecular Formula: C₂₀H₂₄ClFN₆O₂S₂
• Molecular Weight: 499.033
• Mol file: 333743-57-0.mol

Synonyms:[(2R)-2-[[2-amino-5-[[(3-chloro-2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]propyl]carbamic acid 1,1-dimethylethyl ester

Chemical Property of [(2R)-2-[[2-amino-5-[[(3-chloro-2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]propyl]carbamic acid 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(2R)-2-[[2-amino-5-[[(3-chloro-2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]propyl]carbamic acid 1,1-dimethylethyl ester

There total 8 articles about [(2R)-2-[[2-amino-5-[[(3-chloro-2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]propyl]carbamic acid 1,1-dimethylethyl ester 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:

(3-chloro-2-fluorophenyl)methanethiol (333743-31-0) + [(2R)-2-[[2-amino-5-[(phenylmethyl)sulfonyl]thiazolo[4,5-d]pyrimidin-7-yl]amino]propyl]carbamic acid 1,1-dimethylethyl ester (333743-56-9) → [(2R)-2-[[2-amino-5-[[(3-chloro-2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]propyl]carbamic acid 1,1-dimethylethyl ester (333743-57-0)

Guidance literature:

With sodium tetrahydroborate; In ethanol; dimethyl sulfoxide; at 50 ℃; for 2h;

Reference yield:

6-amino-1,4-dihydro-4-oxo-2-[(phenylmethyl)thio]-5-pyrimidinyl ester thiocyanic acid (259103-40-7) → [(2R)-2-[[2-amino-5-[[(3-chloro-2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]propyl]carbamic acid 1,1-dimethylethyl ester (333743-57-0)

Guidance literature:

Multi-step reaction with 5 steps

1: water / N,N-dimethyl-formamide / 10 h / 120 °C

2: N,N-dimethyl-aniline; trichlorophosphate / 4 h / 0 °C / Heating / reflux

3: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 10 h / 110 °C

4: Oxone; sodium hydrogencarbonate / water; acetonitrile / 2 h / 40 °C / pH 7.4

5: sodium tetrahydroborate / ethanol; dimethyl sulfoxide / 2 h / 50 °C

With Oxone; sodium tetrahydroborate; water; sodium hydrogencarbonate; N,N-dimethyl-aniline; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In 1-methyl-pyrrolidin-2-one; ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

(2R)-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-propyl]carbamic acid 1,1-dimethylethylester (333743-53-6) → [(2R)-2-[[2-amino-5-[[(3-chloro-2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]propyl]carbamic acid 1,1-dimethylethyl ester (333743-57-0)

Guidance literature:

Multi-step reaction with 4 steps

1: piperidine / tetrahydrofuran / 1 h / 20 °C

2: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 10 h / 110 °C

3: Oxone; sodium hydrogencarbonate / water; acetonitrile / 2 h / 40 °C / pH 7.4

4: sodium tetrahydroborate / ethanol; dimethyl sulfoxide / 2 h / 50 °C

With piperidine; Oxone; sodium tetrahydroborate; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; ethanol; water; dimethyl sulfoxide; acetonitrile;

upstream raw materials:

(3-chloro-2-fluorophenyl)methanethiol

[(2R)-2-[[2-amino-5-[(phenylmethyl)sulfonyl]thiazolo[4,5-d]pyrimidin-7-yl]amino]propyl]carbamic acid 1,1-dimethylethyl ester

7-chloro-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-2-amine

1-(bromomethyl)-3-chloro-2-fluorobenzene