(2S,3R)-2-[({5-[(benzyloxy)methyl]-4-chloro-5H-pyrrolo[3,2-d]pyrimidin-7-yl}methyl)amino]-4-(methylsulfanyl)butane-1,3-diol

Base Information

Chemical Name:(2S,3R)-2-[({5-[(benzyloxy)methyl]-4-chloro-5H-pyrrolo[3,2-d]pyrimidin-7-yl}methyl)amino]-4-(methylsulfanyl)butane-1,3-diol
CAS No.:1010824-09-5
Molecular Formula:C₂₀H₂₅ClN₄O₃S
Molecular Weight:436.962
Hs Code.:

Synonyms:(2S,3R)-2-[({5-[(benzyloxy)methyl]-4-chloro-5H-pyrrolo[3,2-d]pyrimidin-7-yl}methyl)amino]-4-(methylsulfanyl)butane-1,3-diol

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Chemical Property of (2S,3R)-2-[({5-[(benzyloxy)methyl]-4-chloro-5H-pyrrolo[3,2-d]pyrimidin-7-yl}methyl)amino]-4-(methylsulfanyl)butane-1,3-diol

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Technology Process of (2S,3R)-2-[({5-[(benzyloxy)methyl]-4-chloro-5H-pyrrolo[3,2-d]pyrimidin-7-yl}methyl)amino]-4-(methylsulfanyl)butane-1,3-diol

There total 4 articles about (2S,3R)-2-[({5-[(benzyloxy)methyl]-4-chloro-5H-pyrrolo[3,2-d]pyrimidin-7-yl}methyl)amino]-4-(methylsulfanyl)butane-1,3-diol 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:

: 1010701-76-4
5-[(benzyloxy)methyl]-7-bromo-4-chloro-5H-pyrrolo[3,2-d]pyrimidine

: 1010824-09-5
(2S,3R)-2-[({5-[(benzyloxy)methyl]-4-chloro-5H-pyrrolo[3,2-d]pyrimidin-7-yl}methyl)amino]-4-(methylsulfanyl)butane-1,3-diol

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / hexane; diethyl ether / -78 °C

1.2: -78 - -40 °C

2.1: sodium cyanoborohydride; acetyl chloride / methanol / 3 h / 20 °C

With n-butyllithium; sodium cyanoborohydride; acetyl chloride; In methanol; diethyl ether; hexane;
DOI:10.1016/j.bmc.2012.07.006

Reference yield:

: 1010824-07-3
(4S,5R)-4-(hydroxymethyl)-5-[(methylsulfanyl)methyl]-1,3-oxazolidin-2-one

: 1010824-09-5
(2S,3R)-2-[({5-[(benzyloxy)methyl]-4-chloro-5H-pyrrolo[3,2-d]pyrimidin-7-yl}methyl)amino]-4-(methylsulfanyl)butane-1,3-diol

Guidance literature:: Multi-step reaction with 2 steps

1: potassium hydroxide; water / isopropyl alcohol / 4 h / 80 °C

2: sodium cyanoborohydride; acetyl chloride / methanol / 3 h / 20 °C

With water; sodium cyanoborohydride; acetyl chloride; potassium hydroxide; In methanol; isopropyl alcohol;
DOI:10.1016/j.bmc.2012.07.006

Reference yield:

: 5-benzyloxymethyl-4-chloro-5H-pyrrolo[3,2-d]pyrimidine

: 1010824-09-5
(2S,3R)-2-[({5-[(benzyloxy)methyl]-4-chloro-5H-pyrrolo[3,2-d]pyrimidin-7-yl}methyl)amino]-4-(methylsulfanyl)butane-1,3-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide / dichloromethane / 1 h / Cooling with ice

2.1: n-butyllithium / hexane; diethyl ether / -78 °C

2.2: -78 - -40 °C

3.1: sodium cyanoborohydride; acetyl chloride / methanol / 3 h / 20 °C

With N-Bromosuccinimide; n-butyllithium; sodium cyanoborohydride; acetyl chloride; In methanol; diethyl ether; hexane; dichloromethane;
DOI:10.1016/j.bmc.2012.07.006