121686-87-1

Basic information

• Product Name: (2R,3S)-N-benzyl-3-hydroxy-2-hydroxymethylpyrrolidine
• Synonyms: (2R,3S)-N-benzyl-3-hydroxy-2-hydroxymethylpyrrolidine
• CAS NO: 121686-87-1
• Molecular Weight: 207.272
• Mol File: 121686-87-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (2R,3S)-N-benzyl-3-hydroxy-2-hydroxymethylpyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S)-N-benzyl-3-hydroxy-2-hydroxymethylpyrrolidine(121686-87-1)
• EPA Substance Registry System: (2R,3S)-N-benzyl-3-hydroxy-2-hydroxymethylpyrrolidine(121686-87-1)

Safety Data

• Hazardous Substances Data: 121686-87-1(Hazardous Substances Data)

Upstream product

• 14309-88-7 N-benzylthioacetamide 
• 123076-40-4 cis-N-benzyl-5-(acetoxymethyl)-4-hydroxypyrrolidin-2-one 
• 100-52-7 benzaldehyde 
• 17342-08-4 (S)-Pyroglutaminol 
• 1820583-17-2 (7aS)-3-phenyltetrahydro-3H,5H-pyrrolo[1,2-c]oxazol-5-one 
• 154631-82-0 (2R,5R,6R,7R)-6,7-epoxy-2-phenyl-3-oxa-1-aza-bicyclo<3.3.0>octane-8-one 
• 103201-79-2 (3R,7aS)-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one 
• 134107-65-6 (3R,7aS)-3-phenyl-3,7a-dihydro-1H-pyrrolo[1,2-c]oxazol-5-one 
• 121686-85-9 (3aR,6R,6aR)-5-Benzyl-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-one 
• 113571-61-2 (S)-1-benzyl-5-benzyloxymethyl-2-oxo-3-pyrroline 
• 184532-44-3 methyl (S)-2-benzylamino-3-(tert-butyldimethylsilyloxy)propionate 
• 184532-46-5 (S)-2-Benzylamino-3-(tetrahydro-pyran-2-yloxy)-propan-1-ol 
• 184532-45-4 (R)-2-Benzylamino-3-(tert-butyl-dimethyl-silanyloxy)-propan-1-ol 
• 123639-56-5 (S)-N-benzylserine methyl ester 

Downstream Products

• 121686-89-3 C₂₆H₂₅NO₄ 
• 370880-27-6 2,6-diazabicylo[3.2.0]heptane-2-carboxylic acid tert-butyl ester 
• 1408075-03-5 C₁₀H₁₈N₂O₂ 
• 123076-45-9 trans-N-benzyl-3-hydroxy-2-<(triphenylmethoxy)methyl>pyrrolidine 
• 105017-31-0 (+/-)-(2R*,3R*)-2-hydroxymethylpyrrolidin-3-ol 
• 123076-46-0 trans-N-benzyl-3-(benzoyloxy)-2-<(triphenylmethoxy)methyl>pyrrolidine 
• 121686-88-2 ((2R,3S)-1-Benzyl-3-hydroxy-pyrrolidin-2-yl)-acetic acid ethyl ester 
• 121686-91-7 N-benzyl Geissman-Waiss lactone 
• 121686-90-6 (2R,3R)-N-benzyl-2-(hydroxymethyl)-3-hydroxypyrrolidine 
• 98900-30-2 (2R,3S)-2-hydroxymethyl-3-hydroxypyrrolidinium hydrochloride 
• 105017-31-0 (2S,3S)-2-Hydroxymethyl-pyrrolidin-3-ol 
• 123076-45-9 cis-N-benzyl-3-hydroxy-2-<(triphenylmethoxy)methyl>-pyrrolidine 

Relevant articles and documents

KRAS G12C INHIBITORS

The present invention relates to compounds that inhibit KRas G12C. In particular, the present invention relates to compounds that irreversibly inhibit the activity of KRas G12C, pharmaceutical compositions comprising the compounds and methods of use therefor.

Chiral Pool Synthesis of trans-(2S,3S)-3-Hydroxyproline and Castanodiol from S-Pyroglutamic Acid.

The Pyroglutamic acid derivative 1 was converted through several steps into Castanodiol 9 and 2S,3S-3-Hydroxyproline 11.Key steps of the reaction sequence were the stereoselective epoxidation of 1 to 2 and the regioselective ring opening of 2 to 3.BH3*S(CH3)2 reduction of the amide group of 3 and 4 resulted in a concomitant transformation of the acetal moiety into the N-benzyl protecting group.The air sensitive 5 and 6, were transformed to the stable N-Boc prolinol derivatives 7 and 8.Deprotection of 8 provided 9, while oxidation of 8 gave the protected proline derivative 10.Deprotection of 10 furnished enantiopure 2S,3S-3-Hydroxyproline 11.

SYNTHESIS OF (2R,3S)-2-HYDROXYMETHYL-3-HYDROXYPYRROLIDINE AND THE GEISSMAN-WAISS LACTONE FROM (S)-PYROGLUTAMIC ACID

The synthesis of (2R,3S)- and (2R,3R)-2-hydroxymethyl-3-hydroxypyrrolidine derivatives (5 and 7) and the Geisman-Waiss lactone (12) has been achieved from (S)-pyroglutamic acid.