• CAS#38136-70-8
  • NameBrevianamide F
  • Storage Conditions165-167 °C
  • For reserach use only and not for human use!

Product Details

MF: C16H17N3O2

Manufacturers supply cost-effective and customizable Brevianamide F 38136-70-8

  • Molecular Formula:C16H17N3O2
  • Molecular Weight:283.33
  • Vapor Pressure:6.11E-16mmHg at 25°C 
  • Melting Point:165-167 °C 
  • Boiling Point:633.2°C at 760 mmHg 
  • PKA:13.20±0.40(Predicted) 
  • Flash Point:336.8°C 
  • PSA:68.69000 
  • Density:1.37g/cm3 
  • LogP:1.41360 

Cyclo(L-Pro-L-Trp-)(Cas 38136-70-8) Usage

Definition

ChEBI: A pyrrolopyrazine that is hexahydropyrrolo[1,2-a]pyrazine-1,4-dione bearing an indol-3-ylmethyl substituent at position 3 (the 3S,8aS-diastereomer, obtained by formal cyclocondensation of L-tr ptophan and L-proline).

InChI:InChI=1/C16H17N3O2/c20-15-14-6-3-7-19(14)16(21)13(18-15)8-10-9-17-12-5-2-1-4-11(10)12/h1-2,4-5,9,13-14,17H,3,6-8H2,(H,18,20)/t13-,14-/m0/s1

38136-70-8 Relevant articles

Synthesis and evaluation of microtubule assembly inhibition and cytotoxicity of prenylated derivatives of cyclo-L-Trp-L-Pro

Sanz-Cervera, Juan F.,Stocking, Emily M.,Usui, Takeo,Osada, Hiroyuki,Williams, Robert M.

, p. 2407 - 2415 (2000)

The synthesis of three isoprenylated der...

CYCLIC TAUTOMERS OF TRYPTAMINES AND TRYPTOPHANS. V1. FORMATION AND REACTIONS OF CYCLIC TAUTOMERS OF CYCLO-L-TRYPTOPHANYL-L-PROLINE.

Hino, Tohru,Taniguchi, Mikio,Yamamoto, Ichiro,Yamaguchi, Keiichi,Nakagawa, Masako

, p. 2565 - 2568 (1981)

Two stereoisomeric cyclic tautomers (5 a...

A concise synthesis of (-)-dihydrospirotryprostatin B via tandem Michael addition

Song, Hengqian,Song, Jiacheng,Yan, Lihong,He, Weigang,Wang, Pengyan,Xu, Yuanzhen,Wei, Hongbo,Xie, Weiqing

supporting information, (2021/10/25)

The asymmetric synthesis of (-)-dihydros...

Studies towards the Total Synthesis of Drimentine C. Preparation of the AB and CDEF Ring Fragments

Pound, Sarah M.,Underwood, Steven J.,Douglas, Christopher J.

supporting information, p. 2448 - 2453 (2020/04/27)

The drimentine family is a class of hybr...

Beyond the Diketopiperazine Family with Alternatively Bridged Brevianamide F Analogues

Wauters,Goossens,Delbeke,Muylaert,Roman,Van Hecke,Van Speybroeck,Stevens

, p. 8046 - 8054 (2015/09/02)

A method for the preparation of 3,5-brid...

Total synthesis of (-)-aspergilazine A

Boyd, Emily M.,Sperry, Jonathan

supporting information, p. 5056 - 5059 (2015/02/19)

The total synthesis of (-)-aspergilazine...

38136-70-8 Process route

L-Tryptophyl-L-proline Methyl Ester

L-Tryptophyl-L-proline Methyl Ester

brevianamide F
38136-70-8,41222-71-3,67889-75-2,73136-47-7

brevianamide F

Conditions
Conditions Yield
In benzene; for 3.5h; Heating;
With ammonium hydroxide; In methanol; water; at 0 ℃; for 14h;
6.1 g
C<sub>16</sub>H<sub>20</sub>N<sub>4</sub>O<sub>2</sub>

C16H20N4O2

brevianamide F
38136-70-8,41222-71-3,67889-75-2,73136-47-7

brevianamide F

Conditions
Conditions Yield
With triethylamine; In dichloromethane; at 25 ℃; for 15h;

38136-70-8 Upstream products

  • 79982-38-0
    79982-38-0

    cyclic tautomer of cyclo-L-prolyl-L-tryptophyl

  • 79982-39-1
    79982-39-1

    C16H17N3O2

  • 236123-12-9
    236123-12-9

    N-(t-Boc)-L-Trp-L-ProNH2

  • 608146-30-1
    608146-30-1

    N-tert-butyloxycarbonyl-L-prolyl-L-tryptophan methyl ester

38136-70-8 Downstream products

  • 34610-68-9
    34610-68-9

    deoxybrevianamide E

  • 1429318-79-5
    1429318-79-5

    C24H20BrF3N4O3

  • 1429318-80-8
    1429318-80-8

    C22H21BrN4O2

  • 1429318-62-6
    1429318-62-6

    C22H21N3O2

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