139059-69-1

Basic information

• Product Name: 7-Oxa-4-thia-3,5-diazanonanoic acid, 8,8-dimethyl-4,4-dioxido-6-oxo-2-(phenylmethyl)-, methyl ester, (S)-
• CAS NO: 139059-69-1
• Molecular Formula: C15H22N2O6S
• Molecular Weight: 358.415
• Mol File: 139059-69-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 7-Oxa-4-thia-3,5-diazanonanoic acid, 8,8-dimethyl-4,4-dioxido-6-oxo-2-(phenylmethyl)-, methyl ester, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Oxa-4-thia-3,5-diazanonanoic acid, 8,8-dimethyl-4,4-dioxido-6-oxo-2-(phenylmethyl)-, methyl ester, (S)-(139059-69-1)
• EPA Substance Registry System: 7-Oxa-4-thia-3,5-diazanonanoic acid, 8,8-dimethyl-4,4-dioxido-6-oxo-2-(phenylmethyl)-, methyl ester, (S)-(139059-69-1)

Safety Data

• Hazardous Substances Data: 139059-69-1(Hazardous Substances Data)

Upstream product

• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 147000-89-3 N-tert-butyloxycarbonylsulfamoyl chloride 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 1189-71-5 isocyanate de chlorosulfonyle 
• 75-65-0 tert-butyl alcohol 

Downstream Products

• 1027948-81-7 C₂₄H₃₀N₂O₈S 
• 174466-72-9 N²,4-dibenzyl-N⁵-<2,3,5-tri-O-acetyl-β-D-ribofuranos-1-yl>-1,2,5-thiazolidin-3-one 1,1-dioxide 
• 174466-75-2 N⁵-<2,3,5-tri-O-acetyl-β-D-ribofuranos-1-yl>-4-benzyl-1,2,5-thiazolidin-3-one 1,1-dioxide 
• 147715-90-0 methyl -phenylalaninate 
• 147715-91-1 <(S)(+)> N-2,4-dibenzyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide 
• 249539-20-6 (4S)-5-acetyl-4-benzyl-2-(benzyloxycarbonyl)-1-methyl-3-oxo-1,2,5-thiadiazolidine 1,1-dioxide 
• 249538-96-3 N-[(2R)-2-(benzyloxycarbonyl)ethyl]-N'-[(2'S)-2'-(methoxycarbonyl)phenethyl]sulfamide 
• 249538-93-0 N-(benzyloxycarbonylmethyl)-N'-[(2'S)-2'-(methoxycarbonyl)phenethyl]sulfamide 
• 249539-07-9 (4S)-2-[4-benzyl-2-(benzyloxycarbonyl)ethyl]-3-oxo-1,2,5-thiadiazolidine 1,1-dioxide 
• 249539-09-1 (4S)-4-benzyl-2-(benzyloxycarbonyl)methyl-3-oxo-1,2,5-thiadiazolidine 1,1-dioxide 
• 249538-94-1 N-[(2R)-2-(ethoxycarbonyl)ethyl]-N'-[(2'S)-2'-(methoxycarbonyl)phenethyl]sulfamide 
• 323178-29-6 2-(2S)-[(2,3,6,7-tetrahydro-1,2,7-thiadiazepine-1,1-dioxido-7-tert-butyloxycarbonyl-2-yl)]-3-phenylpropionic acid methyl ester 
• 323178-30-9 (S)-2-(1,1-dioxo-1,3,6,7-tetrahydro-1λ⁶-[1,2,7]thiadiazepin-2-yl)-3-phenylpropionic acid methyl ester 
• 323178-28-5 N,N'-bis(2-propenyl)-N-(tert-butoxycarbonylsulfonyl)-L-phenylalanine methyl ester 

Relevant articles and documents

Preparation of Sulfamates and Sulfamides Using a Selective Sulfamoylation Agent

Sulfamates and sulfamides are prevalent in biological molecules, but their universal synthetic methods are limited. We herein report a sulfamoylation agent with high solubility and shelf stability. Various sulfamates and sulfamides can be synthesized directly from alcohols or amines by employing this agent with high selectivity and high yields. This protocol was also successfully used for late-stage sulfamoylation of pharmaceuticals containing a hydroxyl or amino group.

Sulfahydantoins as tripeptide constraints: Synthesis and structure of chiral substituted 3-oxo-1,2,5-thiadiazolidine 1,1-dioxides

A sulfahydantoin (3-oxo-1,2,5-thiadiazohdine 1,1-dioxides) motif is used as a new type of peptidic constraint to lock two consecutive amide nitrogens by a sulfonyl bridge. The 5membered heterocyclic motif was prepared starting from proteogenic and synthetic amino acids and chlorosulfonyl isocyanate. Constrained dipeptides were obtained under alkaline conditions (methoxide or tert-butoxide) by cyclization of symmetric and dissymmetric sulfamides. The absolute configuration of the chiral centers for the derivative L-Phe-D-Ala, a congener of the series, was established by X-ray diffraction crystallographic analysis. In addition, the chemo-, regio-, and stereoselectivities of the reactions were studied. In the acylated derivatives, the sulfahydantoin constraint induces a unique backbone conformation with coplanarity of two consecutive peptide bonds.

Nucleopeptidic bioconjugates containing a sulfamide bridge: Linkage via the Mitsunobu reaction

The synthesis of compounds connecting unprotected 2'-deoxyribonucleosides (T,dC,dG,dA) with N-Boc sulfamoyl derivatives of natural aminoacid esters (Phe, Asp) was carried out by Mitsunobu reaction, using regiospecific coupling. The created link was a prio