Intermediate of API

253265-97-3

  • Product Name：1-({[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yloxy]carbonyl}oxy)pyrrolidine-2,5-dione
  • Molecular Formula：C11H13 N O7
  • Specifications：99%
  • Molecular Weight：271.227
Inquiry

Product Details;

CasNo： 253265-97-3

Molecular Formula： C11H13 N O7

Hot Sale High Purity 1-({[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yloxy]carbonyl}oxy)pyrrolidine-2,5-dione 253265-97-3 Competitive Price

  • Molecular Formula:C11H13 N O7
  • Molecular Weight:271.227
  • Vapor Pressure:2.41E-06mmHg at 25°C 
  • Melting Point:122-125℃ 
  • Refractive Index:1.562 
  • Boiling Point:391.8 °C at 760 mmHg 
  • Flash Point:190.7 °C 
  • PSA：91.37000 
  • Density:1.51 g/cm3 
  • LogP:-0.09710 

[(3R,3aS,6aR)-Hydroxyhexahydrofuro[2,3-β]furanyl Succinimidyl Carbonate(Cas 253265-97-3) Usage

Chemical Properties

Pale-Yellow Solid

Uses

1-({[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yloxy]carbonyl}oxy)pyrrolidine-2,5-dione 253265-97-3 can be used as Darunavir intermediate.

Isomeric SMILES: C1CO[C@H]2[C@@H]1[C@H](CO2)OC(=O)ON3C(=O)CCC3=O  
InChIKey: VCFNCYVHQSHFRH-MHYGZLNHSA-N  
InChI: InChI=1S/C11H13NO7/c13-8-1-2-9(14)12(8)19-11(15)18-7-5-17-10-6(7)3-4-16-10/h6-7,10H,1-5H2/t6-,7-,10+/m0/s1  

253265-97-3 Relevant articles

The Chiron Approach to (3 R,3 aS,6 aR)-Hexahydrofuro[2,3- b]furan-3-ol, a Key Subunit of HIV-1 Protease Inhibitor Drug, Darunavir

Ghosh, Arun K.,Markad, Shivaji B.,Robinson, William L.

, p. 1216 - 1222 (2020/12/22)

We describe an enantioselective synthesi...

Industrial production method of high-purity Derenavir intermediate

-

Page/Page column 4-6, (2019/05/04)

The invention relates to the technical f...

Practical synthesis of the bicyclic darunavir side chain: (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol from monopotassium isocitrate

Moore, Gary L.,Stringham, Rodger W.,Teager, David S.,Yue, Tai-Yuen

, p. 98 - 106 (2017/11/30)

A practical synthesis of (3R,3aS,6aR)-he...

METHOD FOR PRODUCING HEXAHYDROFUROFURANOL DERIVATIVE

-

Paragraph 0016; 0017; 0023; 0024, (2018/09/11)

PROBLEM TO BE SOLVED: To provide a metho...

253265-97-3 Process route

di(succinimido) carbonate
74124-79-1

di(succinimido) carbonate

(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol
156928-09-5

(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol

1-[[[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yloxy]carbonyl]oxy]pyrrolidine-2,5-dione
253265-97-3

1-[[[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yloxy]carbonyl]oxy]pyrrolidine-2,5-dione

Conditions
Conditions Yield
With pyridine; In tert-butyl methyl ether; at 25 - 40 ℃; for 62h; Solvent;
90%
With triethylamine; In acetonitrile; at 23 ℃; for 7h;
66%
With triethylamine; In dichloromethane; Solvent; Reagent/catalyst; Inert atmosphere; Reflux; Large scale;
62%
With triethylamine; In acetonitrile; at 20 ℃; for 24h; Inert atmosphere;
53%
With triethylamine; In acetonitrile; at 23 ℃; for 16h; Inert atmosphere;
29%
With triethylamine; In dichloromethane;
 
With triethylamine; In acetonitrile; at 20 - 35 ℃; Industry scale;
 
With triethylamine; In chloroform; at 23 ℃; for 12h;
 
With triethylamine; In acetonitrile; at 20 ℃; for 5h; Inert atmosphere;
 
With pyridine; In dichloromethane; at 40 - 45 ℃; for 17h;
 
With pyridine; In dichloromethane; at 40 ℃; for 4h;
 
With pyridine; In dichloromethane; Heating / reflux;
 
With triethylamine; In acetonitrile; at 23 ℃; for 12h;
 
1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

C<sub>7</sub>H<sub>9</sub>ClO<sub>4</sub>

C7H9ClO4

1-[[[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yloxy]carbonyl]oxy]pyrrolidine-2,5-dione
253265-97-3

1-[[[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yloxy]carbonyl]oxy]pyrrolidine-2,5-dione

Conditions
Conditions Yield
With triethylamine; In tetrahydrofuran; for 2h; Reflux;
99.6%

253265-97-3 Upstream products

  • 74124-79-1
    74124-79-1

    di(succinimido) carbonate

  • 156928-09-5
    156928-09-5

    (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol

  • 72605-53-9
    72605-53-9

    γ-benzyloxymethyl-α,β-butenolide

  • 78508-96-0
    78508-96-0

    (5S)-5-(hydroxymethyl)-5H-furan-2-one

253265-97-3 Downstream products

  • 206362-00-7
    206362-00-7

    {(1S,2R)-1-Benzyl-2-hydroxy-3-[isobutyl-(4-methoxy-benzenesulfonyl)-amino]-propyl}-carbamic acid (3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl) ester

  • 206361-99-1
    206361-99-1

    darunavir

  • 482358-79-2
    482358-79-2

    Allyl-{(2R,3S)-3-[(3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl)oxycarbonylamino]-2-hydroxy-4-phenyl-butyl}-carbamic acid dec-9-enyl ester

  • 482358-80-5
    482358-80-5

    But-3-enyl-{(2R,3S)-3-[(3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl)oxycarbonylamino]-2-hydroxy-4-phenyl-butyl}-carbamic acid 1-phenyl-dec-9-enyl ester

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