JP2016138090A5 - - Google Patents

Info

Publication number

JP2016138090A5

JP2016138090A5 JP2015247553A JP2015247553A JP2016138090A5 JP 2016138090 A5 JP2016138090 A5 JP 2016138090A5 JP 2015247553 A JP2015247553 A JP 2015247553A JP 2015247553 A JP2015247553 A JP 2015247553A JP 2016138090 A5 JP2016138090 A5 JP 2016138090A5

Authority

JP

Japan

Prior art keywords

coupling

amount

base

less

temperature

Prior art date

2015-12-18

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Granted

Links

• Espacenet
• Global Dossier
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• 238000000034 method Methods 0.000 claims description 67
• 238000010168 coupling process Methods 0.000 claims description 35
• 230000008878 coupling Effects 0.000 claims description 33
• 238000005859 coupling reaction Methods 0.000 claims description 33
• 150000001413 amino acids Chemical class 0.000 claims description 13
• 239000000654 additive Substances 0.000 claims description 12
• 230000000996 additive effect Effects 0.000 claims description 12
• 150000001412 amines Chemical class 0.000 claims description 12
• 150000001718 carbodiimides Chemical class 0.000 claims description 12
• 230000003213 activating effect Effects 0.000 claims description 11
• 150000001735 carboxylic acids Chemical class 0.000 claims description 11
• 230000004913 activation Effects 0.000 claims description 10
• 239000000203 mixture Substances 0.000 claims description 10
• 239000011347 resin Substances 0.000 claims description 7
• 229920005989 resin Polymers 0.000 claims description 7
• -1 NHS Substances 0.000 claims description 6
• 108090000765 processed proteins & peptides Proteins 0.000 claims description 6
• 239000003930 superacid Substances 0.000 claims description 5
• FPIRBHDGWMWJEP-UHFFFAOYSA-N 1-hydroxy-7-azabenzotriazole Chemical compound C1=CN=C2N(O)N=NC2=C1 FPIRBHDGWMWJEP-UHFFFAOYSA-N 0.000 claims description 4
• TZCYLJGNWDVJRA-UHFFFAOYSA-N 6-chloro-1-hydroxybenzotriazole Chemical compound C1=C(Cl)C=C2N(O)N=NC2=C1 TZCYLJGNWDVJRA-UHFFFAOYSA-N 0.000 claims description 4
• KPFBUSLHFFWMAI-HYRPPVSQSA-N [(8r,9s,10r,13s,14s,17r)-17-acetyl-6-formyl-3-methoxy-10,13-dimethyl-1,2,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl] acetate Chemical compound C1C[C@@H]2[C@](CCC(OC)=C3)(C)C3=C(C=O)C[C@H]2[C@@H]2CC[C@](OC(C)=O)(C(C)=O)[C@]21C KPFBUSLHFFWMAI-HYRPPVSQSA-N 0.000 claims description 4
• NPZTUJOABDZTLV-UHFFFAOYSA-N hydroxybenzotriazole Substances O=C1C=CC=C2NNN=C12 NPZTUJOABDZTLV-UHFFFAOYSA-N 0.000 claims description 4
• JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 claims description 3
• 238000010647 peptide synthesis reaction Methods 0.000 claims description 3
• 239000007790 solid phase Substances 0.000 claims description 3
• 102000004196 processed proteins & peptides Human genes 0.000 claims description 2
• 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
• 238000010532 solid phase synthesis reaction Methods 0.000 claims 1
• 239000002253 acid Substances 0.000 description 1
• 239000007795 chemical reaction product Substances 0.000 description 1