3-benzyloxy-2-(2-{2-[(3-{[2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-butyrylamino]-acetoxy}-2-methyl-nonanoyl)-methyl-amino]-4-methyl-pentanoylamino}-3-methyl-pentanoylamino)-propionic acid allyl ester

Base Information

Chemical Name:3-benzyloxy-2-(2-{2-[(3-{[2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-butyrylamino]-acetoxy}-2-methyl-nonanoyl)-methyl-amino]-4-methyl-pentanoylamino}-3-methyl-pentanoylamino)-propionic acid allyl ester
CAS No.:308279-77-8
Molecular Formula:C₅₃H₉₁N₅O₁₂Si
Molecular Weight:1018.42
Hs Code.:

3-benzyloxy-2-(2-{2-[(3-{[2-<i>tert</i>-butoxycarbonylamino-3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-butyrylamino]-acetoxy}-2-methyl-nonanoyl)-methyl-amino]-4-methyl-pentanoylamino}-3-methyl-pentanoylamino)-propionic acid allyl ester

Synonyms:3-benzyloxy-2-(2-{2-[(3-{[2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-butyrylamino]-acetoxy}-2-methyl-nonanoyl)-methyl-amino]-4-methyl-pentanoylamino}-3-methyl-pentanoylamino)-propionic acid allyl ester

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Chemical Property of 3-benzyloxy-2-(2-{2-[(3-{[2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-butyrylamino]-acetoxy}-2-methyl-nonanoyl)-methyl-amino]-4-methyl-pentanoylamino}-3-methyl-pentanoylamino)-propionic acid allyl ester

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Technology Process of 3-benzyloxy-2-(2-{2-[(3-{[2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-butyrylamino]-acetoxy}-2-methyl-nonanoyl)-methyl-amino]-4-methyl-pentanoylamino}-3-methyl-pentanoylamino)-propionic acid allyl ester

There total 18 articles about 3-benzyloxy-2-(2-{2-[(3-{[2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-butyrylamino]-acetoxy}-2-methyl-nonanoyl)-methyl-amino]-4-methyl-pentanoylamino}-3-methyl-pentanoylamino)-propionic acid allyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

: 308279-76-7
N-Boc-O-TBS-L-allo-Thr-Gly

: 308279-71-2
(S)-3-Benzyloxy-2-((2S,3R)-2-{(S)-2-[((2R,3R)-3-hydroxy-2-methyl-nonanoyl)-methyl-amino]-4-methyl-pentanoylamino}-3-methyl-pentanoylamino)-propionic acid allyl ester

: 308279-77-8
3-benzyloxy-2-(2-{2-[(3-{[2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-butyrylamino]-acetoxy}-2-methyl-nonanoyl)-methyl-amino]-4-methyl-pentanoylamino}-3-methyl-pentanoylamino)-propionic acid allyl ester

Guidance literature:: With dmap; camphor-10-sulfonic acid; dacarbazine; In dichloromethane; at 0 - 20 ℃; for 44h;
DOI:10.1021/ja002547j

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 308279-77-8
3-benzyloxy-2-(2-{2-[(3-{[2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-butyrylamino]-acetoxy}-2-methyl-nonanoyl)-methyl-amino]-4-methyl-pentanoylamino}-3-methyl-pentanoylamino)-propionic acid allyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / aq. NaOH / 2-methyl-propan-2-ol / 2 h / 20 °C

2: 82 percent / triethylamine / CH₂Cl₂ / 2 h / 20 °C

3: 93 percent / PyBOP; triethylamine / CH₂Cl₂ / 17 h / 0 - 20 °C

4: H₂ / Pd/C / methanol / 1.5 h / 20 °C

5: 96 percent / DMAP; DIC; CSA / CH₂Cl₂ / 44 h / 0 - 20 °C

With dmap; sodium hydroxide; camphor-10-sulfonic acid; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; dacarbazine; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; tert-butyl alcohol;
DOI:10.1021/ja002547j

Reference yield:

: 2592-18-9,23082-29-3,55674-67-4,85979-33-5,86748-77-8,23082-30-6
N-tert-butoxycarbonyl-L-allo-threonine

: 308279-77-8
3-benzyloxy-2-(2-{2-[(3-{[2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-butyrylamino]-acetoxy}-2-methyl-nonanoyl)-methyl-amino]-4-methyl-pentanoylamino}-3-methyl-pentanoylamino)-propionic acid allyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / triethylamine / CH₂Cl₂ / 2 h / 20 °C

2: 93 percent / PyBOP; triethylamine / CH₂Cl₂ / 17 h / 0 - 20 °C

3: H₂ / Pd/C / methanol / 1.5 h / 20 °C

4: 96 percent / DMAP; DIC; CSA / CH₂Cl₂ / 44 h / 0 - 20 °C

With dmap; camphor-10-sulfonic acid; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; dacarbazine; triethylamine; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/ja002547j