3'-AZIDO-2',3'-DIDEOXY-THYMIDINE-5'-MONOPHOSPHATE, SODIUM SALT

Base Information

• Chemical Name: 3'-AZIDO-2',3'-DIDEOXY-THYMIDINE-5'-MONOPHOSPHATE, SODIUM SALT
• CAS No.: 29706-85-2
• Molecular Formula: C10H14N5O7P
• Molecular Weight: 347.224
• Mol file: 29706-85-2.mol

Synonyms:Thymidine,3'-azido-3'-deoxy-, 5'-(dihydrogen phosphate) (8CI);3'-Azido-3'-deoxy-5'-thymidylic acid;3'-Azido-3'-deoxythymidine5'-monophosphate;3'-Azido-3'-deoxythymidine 5'-phosphate;3'-Azidothymidinemonophosphate;AZT 5'-monophosphate;AZT monophosphate;AZT-MP;Azidothymidinemonophosphate;Zidovudine monophosphate;

Chemical Property of 3'-AZIDO-2',3'-DIDEOXY-THYMIDINE-5'-MONOPHOSPHATE, SODIUM SALT

Chemical Property:

• Appearance/Colour: Pale yellow solid
• Melting Point: 154-160°C (dec.)
• PSA: 168.21000
• LogP: -0.51550
• Storage Temp.: −20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated), Water (Slightly)

Purity/Quality:

98%Min ^*data from raw suppliers

3''-Azido-3''-deoxythymidine5’-MonophosphateSodiumSalt ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3'-AZIDO-2',3'-DIDEOXY-THYMIDINE-5'-MONOPHOSPHATE, SODIUM SALT

There total 13 articles about 3'-AZIDO-2',3'-DIDEOXY-THYMIDINE-5'-MONOPHOSPHATE, SODIUM SALT 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:

1-[(2R,4S,5S)-4-Azido-5-(8-methoxy-2-oxo-4H-2λ5-benzo[1,3,2]dioxaphosphinin-2-yloxymethyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (195885-82-6) → 2-hydroxy-3-methoxybenzyl alcohol (4383-05-5) + 3'-azido-2',3'-dideoxythymidine monophosphate (29706-85-2)

Guidance literature:

With RPMI culture medium; at 37 ℃; pH 4.6, 6.9, 7.3, 8.9; half-lives; influence of 10percent heat-inactivated fetal calf serum;

Reference yield:

1-[(2R,4S,5S)-4-Azido-5-(6-chloro-2-oxo-4H-2λ5-benzo[1,3,2]dioxaphosphinin-2-yloxymethyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (195885-79-1) → 4-chloro-2-hydroxymethylphenol (5330-38-1) + 3'-azido-2',3'-dideoxythymidine monophosphate (29706-85-2) + C17H18ClN5O8P(1-)

Guidance literature:

With acetate buffer; In water; at 37 ℃; Rate constant; pH dependence of the hydrolysis; RPMI-1640 culture medium with and without 10percent heat-inactivated fetal calf serum was also used instead of aq buffers;

DOI:10.1002/(SICI)1099-0690(199805)1998:5<837::AID-EJOC837>3.0.CO;2-7

Reference yield:

1-[(2R,4S,5S)-4-Azido-5-(6-chloro-2-oxo-4H-2λ5-benzo[1,3,2]dioxaphosphinin-2-yloxymethyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (195885-79-1) → 4-chloro-2-hydroxymethylphenol (5330-38-1) + 3'-azido-2',3'-dideoxythymidine monophosphate (29706-85-2)

Guidance literature:

With RPMI culture medium; at 37 ℃; pH 4.6, 6.9, 7.3, 8.9; half-lives; influence of 10percent heat-inactivated fetal calf serum;

upstream raw materials:

4-butanoyloxybenzyl bis(3'-azido-3'-deoxythymidin-5-yl) phosphate

1-[(2R,4S,5S)-4-Azido-5-(2-oxo-4H-2λ⁵-benzo[1,3,2]dioxaphosphinin-2-yloxymethyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

cyclo-3-methylsaligenyl 3'-azido-2',3'-dideoxythymidine monophosphate

1-[(2R,4S,5S)-4-Azido-5-(6-methyl-2-oxo-4H-2λ⁵-benzo[1,3,2]dioxaphosphinin-2-yloxymethyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Downstream raw materials:

3'-azido-3'-deoxythymidine-5'-diphosphate

O-cyclohexyl-O'-(3'-azido-3'-deoxythymidin-5'-yl) phosphonate

O-benzyl-O'-(3'-azido-3'-deoxythymidin-5'-yl) phosphonate

3'-azido-3'-deoxythymidin-5'-yl H-phosphonate monoester

Refernces

• 1、 Meier, Chris,De Clercq, Eric,Balzarini, Jan. "Nucleotide Delivery from cycloSaligenyl-3′-azido-3′-deoxythymidine Monophosphates (cycloSal-AZTMP)". . p. 837 - 846. Retrieved 2007/10/03.
• 2、 Routledge,Walker,Freeman,Hay,Mahmood. "Synthesis, bioactivation and anti-HIV activity of 4-acyloxybenzyl bis(nucleosid-5'-yl) phosphates". . p. 1545 - 1558. Retrieved 2007/10/02.