(1S,3’R,6’R,7’R,8’E,11’S,12’R)-6-chloro-7'-methoxyl-11',12'-dimethyl-3,4-dihydro-2H,15’H-spiro[naphthalene-1,22’-[20]oxa[13]thia[1,14]diazatetracyclo[14.7.2.03,6.019,24]pentacosa[8,16,18,24]tetraen]-15'-one-13',13'-dioxide

Base Information

• Chemical Name: (1S,3’R,6’R,7’R,8’E,11’S,12’R)-6-chloro-7'-methoxyl-11',12'-dimethyl-3,4-dihydro-2H,15’H-spiro[naphthalene-1,22’-[20]oxa[13]thia[1,14]diazatetracyclo[14.7.2.03,6.019,24]pentacosa[8,16,18,24]tetraen]-15'-one-13',13'-dioxide
• CAS No.: 1883727-34-1
• Molecular Formula: C₃₃H₄₁ClN₂O₅S
• Molecular Weight: 613.218
• Mol file: 1883727-34-1.mol

Synonyms:

Chemical Property of (1S,3’R,6’R,7’R,8’E,11’S,12’R)-6-chloro-7'-methoxyl-11',12'-dimethyl-3,4-dihydro-2H,15’H-spiro[naphthalene-1,22’-[20]oxa[13]thia[1,14]diazatetracyclo[14.7.2.03,6.019,24]pentacosa[8,16,18,24]tetraen]-15'-one-13',13'-dioxide

Chemical Property:

• Density: 1.32±0.1 g/cm3(Predicted)

Purity/Quality:

99%+, ^*data from raw suppliers

AMG-176 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,3’R,6’R,7’R,8’E,11’S,12’R)-6-chloro-7'-methoxyl-11',12'-dimethyl-3,4-dihydro-2H,15’H-spiro[naphthalene-1,22’-[20]oxa[13]thia[1,14]diazatetracyclo[14.7.2.03,6.019,24]pentacosa[8,16,18,24]tetraen]-15'-one-13',13'-dioxide

There total 94 articles about (1S,3’R,6’R,7’R,8’E,11’S,12’R)-6-chloro-7'-methoxyl-11',12'-dimethyl-3,4-dihydro-2H,15’H-spiro[naphthalene-1,22’-[20]oxa[13]thia[1,14]diazatetracyclo[14.7.2.03,6.019,24]pentacosa[8,16,18,24]tetraen]-15'-one-13',13'-dioxide 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%

(1S,11‘R,12’S,16’S,16a’R,18a’R,E)-6-chloro-11‘,12'-dimethyl-3,4,12’,13’,16’,16a’,17’,18’,18a’,19’-dodecahydro-1‘H,2H,3’H,11‘H-spiro[naphthalene-1,2’-[5,7]ethenocyclobuta[i][1,4]oxazepino[3,4-f][1]thia[2,7]diazacyclohexadecin]-8’(9'H)-one 10',10'-dioxide + methyl iodide (74-88-4) → (1S,3’R,6’R,7’S,9’E,11’S,12’R)-6-chloro-7'-methoxy-11’,12’-dimethyl-3,4-dihydro-2H,15’H-spiro[naphthalene-1,22’-[20]oxa[13]thia[1,14]diazatetracyclo[14.7.2.03,6.019,24]pentacosa[9,16,18,24]tetraen]-15’-one-13’,13'-dioxide (1883727-34-1)

Guidance literature:

With potassium hexamethylsilazane; In tetrahydrofuran; 2-methyltetrahydrofuran; at -44 - 20 ℃; for 2h; Inert atmosphere;

Reference yield: 95.0%

(1S,3’R,6’R,7’S,8'Z,11’S,12’R)-6-chloro-7'-hydroxy-11',12'-dimethyl-3,4-dihydro-2H,15’H-spiro[naphthalene-1,22’-[20]oxa[13]thia[1,14]diazatetracyclo[14.7.2.03,6.019,24]pentacosa[8,16,18,24]tetraen]-15'-one-13',13'-dioxide + methyl iodide (74-88-4) → (1S,3'R,6'R,7'S,8'Z,11'S,12'R)-6-chloro-7'-methoxy-11',12'-dimethyl-3,4-dihydro-2H,15'H-spiro[naphthalene-1,22'-[20]oxa[13]thia[1,14]diazatetracyclo[14.7.2.03'6.019'24]pentacosa[8,16,18,24]tetraen]-15'-one 13',13'-dioxide (1883727-34-1)

Guidance literature:

(1S,3’R,6’R,7’S,8'Z,11’S,12’R)-6-chloro-7'-hydroxy-11',12'-dimethyl-3,4-dihydro-2H,15’H-spiro[naphthalene-1,22’-[20]oxa[13]thia[1,14]diazatetracyclo[14.7.2.03,6.019,24]pentacosa[8,16,18,24]tetraen]-15'-one-13',13'-dioxide; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.333333h;

methyl iodide; In tetrahydrofuran; mineral oil; at 20 ℃; for 1h;

Reference yield: 81.0%

(1S,3’R,6’R,7’R,8’E,11’S,12’R)-6-chloro-7'-hydroxy-11',12'-dimethyl-3,4-dihydro-2H,15’H-spiro[naphthalene-1,22'-[20]oxa[13]thia[1,14]diazatetracyclo[14.7.2.03,6.019,24]pentacosa[8,16,18,24]tetraen]-15'-one-13',13'-dioxide + methyl iodide (74-88-4) → (1S,3’R,6’R,7’R,8’E,11’S,12’R)-6-chloro-7'-methoxyl-11',12'-dimethyl-3,4-dihydro-2H,15’H-spiro[naphthalene-1,22’-[20]oxa[13]thia[1,14]diazatetracyclo[14.7.2.03,6.019,24]pentacosa[8,16,18,24]tetraen]-15'-one-13',13'-dioxide (1883727-34-1)

Guidance literature:

(1S,3’R,6’R,7’R,8’E,11’S,12’R)-6-chloro-7'-hydroxy-11',12'-dimethyl-3,4-dihydro-2H,15’H-spiro[naphthalene-1,22'-[20]oxa[13]thia[1,14]diazatetracyclo[14.7.2.03,6.019,24]pentacosa[8,16,18,24]tetraen]-15'-one-13',13'-dioxide; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h;

methyl iodide; In tetrahydrofuran; mineral oil; at 0 ℃; for 3h;

upstream raw materials:

methyl iodide

(2S,3S)-3-Methyl-5-hexen-2-ol

3-nitro-4-fluorobenzoic acid

tert-butyl 4-fluoro-3-nitrobenzoate

Refernces

• 1、 -. "TETRAHYDRONAPHTHALENE DERIVATIVES THAT INHIBIT MCL-1 PROTEIN". . . Retrieved 2016/03/22.