Home > Organophosphorus Compounds> [(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl dihydrogen phosphate

[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl dihydrogen phosphate

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Origin: China

Cas No: 29706-85-2

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 50 mt/month

Lead time: 7 days for OEM, 3 days for ready goods

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Product Description

Property

CAS No.: 29706-85-2 Formula: C10H13N5NaO7P Molecular Weight: 369.20300

Description

A metabolite of the potent and selective inhibitor of HIV-1 replication, AZT.

Basic Info

Chemical Name	[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl dihydrogen phosphate
Synonyms	AZTMP; Zidovudine 5'-monophosphate; AZT-monophosphate; 3'-azido-3'-deoxythymidine-5'-monophosphate; AzddTMP; 5'-Thymidylic acid,3'-azido-3'-deoxy; 3'-azido-2',3'-dideoxythymidine 5'-monophosphate; azidothymidine monophosphate; Zdv 5'-monophosphate; ZDVMP; Zidovudine monophosphate; 3'-azido-2',3'-dideoxythymidine monophosphate;
CAS No.	29706-85-2
Molecular Formula	C10H13N5NaO7P
Molecular Weight	369.20300
PSA	168.21000
LogP	-0.51550

Properties

Appearance & Physical State	Pale Yellow Solid
Storage Condition	-20ºC

Safety Info

Safety Statements	S36
Risk Statements	R20/21/22
Hazard Codes	Xn

Synthesis Route

1-[(2R,4S,5S)-4-Azido-5-(6-nitro-2-oxo-4H-2λ5-benzo[1,3,2]dioxaphosphinin-2-yloxymethyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione→2-(Hydroxymethyl)-4-nitrobenzenol+[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl dihydrogen phosphate
4-butanoyloxybenzyl bis(3'-azido-3'-deoxythymidin-5-yl) phosphate→zidovudine+[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl dihydrogen phosphate
1-((2R,4S,5S)-4-azido-5-(((6-chloro-2-oxido-4H-benzo[d][1,3,2]dioxaphosphinin-2-yl)oxy)methyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione→4-chloro-2-(hydroxymethyl)phenol+[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl dihydrogen phosphate

Precursor

Phosphoric acid (2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 4-nitro-benzyl ester phenyl ester
3'-azido-3'-deoxythymidin-5'-yl phenyl hydroxy(4-nitrophenyl)methanephosphonate
[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxy-oxophosphanium
zidovudine

Downstream Product

zidovudine

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