(6S,9S,12S,15S,18R,19R)-9-Benzyloxymethyl-12-((R)-sec-butyl)-19-decyl-6-((S)-1-hydroxy-ethyl)-15-isobutyl-16,18-dimethyl-1-oxa-4,7,10,13,16-pentaaza-cyclononadecane-2,5,8,11,14,17-hexaone

Base Information

• Chemical Name: (6S,9S,12S,15S,18R,19R)-9-Benzyloxymethyl-12-((R)-sec-butyl)-19-decyl-6-((S)-1-hydroxy-ethyl)-15-isobutyl-16,18-dimethyl-1-oxa-4,7,10,13,16-pentaaza-cyclononadecane-2,5,8,11,14,17-hexaone
• CAS No.: 694528-06-8
• Molecular Formula: C₄₃H₇₁N₅O₉
• Molecular Weight: 802.065
• Mol file: 694528-06-8.mol

Synonyms:

Chemical Property of (6S,9S,12S,15S,18R,19R)-9-Benzyloxymethyl-12-((R)-sec-butyl)-19-decyl-6-((S)-1-hydroxy-ethyl)-15-isobutyl-16,18-dimethyl-1-oxa-4,7,10,13,16-pentaaza-cyclononadecane-2,5,8,11,14,17-hexaone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6S,9S,12S,15S,18R,19R)-9-Benzyloxymethyl-12-((R)-sec-butyl)-19-decyl-6-((S)-1-hydroxy-ethyl)-15-isobutyl-16,18-dimethyl-1-oxa-4,7,10,13,16-pentaaza-cyclononadecane-2,5,8,11,14,17-hexaone

There total 4 articles about (6S,9S,12S,15S,18R,19R)-9-Benzyloxymethyl-12-((R)-sec-butyl)-19-decyl-6-((S)-1-hydroxy-ethyl)-15-isobutyl-16,18-dimethyl-1-oxa-4,7,10,13,16-pentaaza-cyclononadecane-2,5,8,11,14,17-hexaone 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:

(S)-3-Benzyloxy-2-{(2S,3R)-2-[(S)-2-({(2R,3R)-3-[2-((2S,3S)-2-tert-butoxycarbonylamino-3-hydroxy-butyrylamino)-acetoxy]-2-methyl-tridecanoyl}-methyl-amino)-4-methyl-pentanoylamino]-3-methyl-pentanoylamino}-propionic acid allyl ester (742060-66-8) → (6S,9S,12S,15S,18R,19R)-9-Benzyloxymethyl-12-((R)-sec-butyl)-19-decyl-6-((S)-1-hydroxy-ethyl)-15-isobutyl-16,18-dimethyl-1-oxa-4,7,10,13,16-pentaaza-cyclononadecane-2,5,8,11,14,17-hexaone (694528-06-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / morpholine / Pd(PPh₃)4 / tetrahydrofuran / 18 h / 20 °C

2: CH₂Cl₂ / 20 °C

3: 13.0 mg / HATU; i-Pr₂NEt / tetrahydrofuran / 31 h / 0 - 20 °C

With morpholine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmc.2003.10.055

Reference yield:

(S)-2-{(2S,3R)-2-[(S)-2-({(2R,3R)-3-[2-((2S,3S)-2-Amino-3-hydroxy-butyrylamino)-acetoxy]-2-methyl-tridecanoyl}-methyl-amino)-4-methyl-pentanoylamino]-3-methyl-pentanoylamino}-3-benzyloxy-propionic acid; compound with trifluoro-acetic acid → (6S,9S,12S,15S,18R,19R)-9-Benzyloxymethyl-12-((R)-sec-butyl)-19-decyl-6-((S)-1-hydroxy-ethyl)-15-isobutyl-16,18-dimethyl-1-oxa-4,7,10,13,16-pentaaza-cyclononadecane-2,5,8,11,14,17-hexaone (694528-06-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; at 0 - 20 ℃; for 31h;

DOI:10.1016/j.bmc.2003.10.055

Reference yield:

(S)-3-Benzyloxy-2-{(2S,3R)-2-[(S)-2-({(2R,3R)-3-[2-((2S,3S)-2-tert-butoxycarbonylamino-3-hydroxy-butyrylamino)-acetoxy]-2-methyl-tridecanoyl}-methyl-amino)-4-methyl-pentanoylamino]-3-methyl-pentanoylamino}-propionic acid (742060-75-9) → (6S,9S,12S,15S,18R,19R)-9-Benzyloxymethyl-12-((R)-sec-butyl)-19-decyl-6-((S)-1-hydroxy-ethyl)-15-isobutyl-16,18-dimethyl-1-oxa-4,7,10,13,16-pentaaza-cyclononadecane-2,5,8,11,14,17-hexaone (694528-06-8)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂ / 20 °C

2: 13.0 mg / HATU; i-Pr₂NEt / tetrahydrofuran / 31 h / 0 - 20 °C

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmc.2003.10.055

upstream raw materials:

(S)-3-Benzyloxy-2-{(2S,3R)-2-[(S)-2-({(2R,3R)-3-[2-((2S,3S)-2-tert-butoxycarbonylamino-3-hydroxy-butyrylamino)-acetoxy]-2-methyl-tridecanoyl}-methyl-amino)-4-methyl-pentanoylamino]-3-methyl-pentanoylamino}-propionic acid

(S)-3-Benzyloxy-2-{(2S,3R)-2-[(S)-2-({(2R,3R)-3-[2-((2S,3S)-2-tert-butoxycarbonylamino-3-hydroxy-butyrylamino)-acetoxy]-2-methyl-tridecanoyl}-methyl-amino)-4-methyl-pentanoylamino]-3-methyl-pentanoylamino}-propionic acid allyl ester