91103-36-5

Basic information

• Product Name: Carbamic acid, (1-formyl-2-hydroxyethyl)-, 1,1-dimethylethyl ester, (S)-
• CAS NO: 91103-36-5
• Molecular Formula: C8H15NO4
• Molecular Weight: 189.211
• Mol File: 91103-36-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Carbamic acid, (1-formyl-2-hydroxyethyl)-, 1,1-dimethylethyl ester, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, (1-formyl-2-hydroxyethyl)-, 1,1-dimethylethyl ester, (S)-(91103-36-5)
• EPA Substance Registry System: Carbamic acid, (1-formyl-2-hydroxyethyl)-, 1,1-dimethylethyl ester, (S)-(91103-36-5)

Safety Data

• Hazardous Substances Data: 91103-36-5(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 2766-43-0 N-tert-butyloxycarbonyl-L-serine methyl ester 
• 33900-24-2 (R)-2-tert-Butoxycarbonylamino-4-methylsulfanyl-butyric acid methyl ester 
• 2488-15-5 N-t-butoxycarbonyl-D-methionine 
• 91103-40-1 ((R)-1-Hydroxymethyl-3-methanesulfinyl-propyl)-carbamic acid tert-butyl ester 
• 89985-86-4 (R)-2-(N-tert-butoxycarbonylamino)-3-buten-1-ol 
• 129016-13-3 ((1S,2R,3S,4R)-2,3,4,5-Tetrahydroxy-1-hydroxymethyl-pentyl)-carbamic acid tert-butyl ester 
• 91177-57-0 tert-butyl (1R)-1-(hydroxymethyl)-3-(methylsulfanyl)propylcarbamate 
• 126645-26-9 (S)-methyl 2-((tert-butoxycarbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)propanoate 

Downstream Products

• 126645-29-2 Toluene-4-sulfonic acid (S)-2-tert-butoxycarbonylamino-3,3-dimethoxy-propyl ester 
• 126663-64-7 3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (S)-2-tert-butoxycarbonylamino-3,3-dimethoxy-propyl ester 
• 13726-84-6 (tert-butoxy)carbonyl-D-glutamic acid 5-tert-butyl ester 
• 129016-17-7 ((E)-(R)-4-Hydroxy-1-hydroxymethyl-4-phenyl-but-2-enyl)-carbamic acid tert-butyl ester 
• 130333-58-3 1,1-dimethylethyl (4R)-4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-5-hydroxypentanoate 
• 91103-44-5 (S)-2-(tert-Butoxycarbonyl-{(R)-2-[tert-butoxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-hydroxy-propyl)-amino]-3-hydroxy-propyl}-amino)-succinic acid dibenzyl ester 
• 91103-43-4 (S)-2-{(R)-2-[tert-Butoxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-hydroxy-propyl)-amino]-3-hydroxy-propylamino}-succinic acid dibenzyl ester 
• 188659-63-4 5(S)-tert-butyloxycarbonylamino-4(R)-(1'(R/S)-cyclohex-2'-enyl)-2,2-dimethyl-1,3-dioxan 
• 188659-56-5 2-(S)-tert-butyloxycarbonylamino-1-hydroxy-3-(R)-hydroxy-3-[1'(RS)-cyclohex-2'-enyl]propane 
• 129016-16-6 ((E)-(R)-1-Hydroxymethyl-4-oxo-4-phenyl-but-2-enyl)-carbamic acid tert-butyl ester 

Relevant articles and documents

SYNTHESIS OF THE SERINE EQUIVALENT, (2R) AND (2S)-AMINO-3-BUTENOL DERIVATIVES. SYNTHETIC APPROACHES TO THE METAL CHELATING POLY-AMINO ACID, "ASPERGILLOMARASMINE A"

Chiral synthons, equivalent to the C3 amino acid serine, were synthesized in both (2R) and (2S) form from D or L-methionine respectively; Utilization of this synthon in the construction of metal chelating poly-amino acid aspergillomarasmine A skeleton is presented.

Intramolecular Pictet-Spengler Reaction of N-Alkoxytryptamines. 3. Stereoselective Synthesis of (-)-Debromoeudistomin L and (-)-O-Methyldebromoeudistomin E and Their Stereoisomers

The N-hydroxytrypamines 10 and 11 were converted into the N-alkoxy derivatives 32-34 (overall yield 57-72percent) by successive protection with chloroformate providing 27 and 28, reaction with functionalized chloromethyl sulfides, and deprotection with a "naked" fluoride.Intramolecular cyclization succeeded with 33 and 34 by reduction of the methyl ester with DIBAL and treatment with TFA to give diastereomeric pairs with a slight selectivity for the trans isomer (53-81percent, cis/trans ca. 35/65).Removal of the BOC group gave debromoeudistomin L ((-)-1e), its three stereoisomers (42a,b and (+)-1e), O-methyldebromoeudistomin E ((-)-1f), and its stereomer 43.