Phenyl-carbamic acid (S)-2-allyl-cyclohex-2-enyl ester

Base Information

• Chemical Name: Phenyl-carbamic acid (S)-2-allyl-cyclohex-2-enyl ester
• CAS No.: 151726-49-7
• Molecular Formula: C₁₆H₁₉NO₂
• Molecular Weight: 257.332
• Mol file: 151726-49-7.mol

Synonyms:Phenyl-carbamic acid (S)-2-allyl-cyclohex-2-enyl ester

Chemical Property of Phenyl-carbamic acid (S)-2-allyl-cyclohex-2-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phenyl-carbamic acid (S)-2-allyl-cyclohex-2-enyl ester

There total 2 articles about Phenyl-carbamic acid (S)-2-allyl-cyclohex-2-enyl 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: 93.0%

phenyl isocyanate (103-71-9) + (S)-2-Allyl-cyclohex-2-enol (151726-48-6) → Phenyl-carbamic acid (S)-2-allyl-cyclohex-2-enyl ester (151726-49-7)

Guidance literature:

Reference yield:

2-allyl-cyclohex-2-enone (38019-50-0) → Phenyl-carbamic acid (S)-2-allyl-cyclohex-2-enyl ester (151726-49-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / catechol borane, (R)-oxazaborolidine catalyst

2: 93 percent

With (R)-oxazaborolidine catalyst; benzo[1,3,2]dioxaborole;

Reference yield:

Phenyl-carbamic acid (S)-2-allyl-cyclohex-2-enyl ester (151726-49-7) → Hydrocodone (125-29-1)

Guidance literature:

Multi-step reaction with 12 steps

1: OsO₄, R₃NO

2: H⁺

3: 1.) n-BuLi, 2.) CuI(Ph₃P)2

4: p-TsOH / methanol / Ambient temperature

5: NaIO₄

6: NaCNBH₃

7: 82 percent / 5percent ZnI₂ / ethanol / 60 °C

8: 60 percent / 10percent Pd(OCOCF₃)2(PPh₃)2, 1,2,2,6,6-pentamethylpiperidine / toluene / 120 °C

9: 79 percent / BF₃*OEt₂ / various solvent(s)

10: 60 percent / camphorsulfonic acid, 3,5-dinitroperoxybenzoic acid / CH₂Cl₂ / 0 °C

11: 86 percent / TPAP, NMO

12: 80 percent / H₂ / Pd(OH)2

With 1,2,2,6,6-pentamethylpiperidine; sodium periodate; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; palladium (II) bis(triphenylphosphine) bis(trifluoroacetate); (triphenylphosphine)2CuI; 3,5-dinitrobenzoperoxoic acid; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrogen; hydrogen cation; sodium cyanoborohydride; toluene-4-sulfonic acid; zinc(II) iodide; palladium dihydroxide; In methanol; ethanol; dichloromethane; toluene;

upstream raw materials:

phenyl isocyanate

(S)-2-Allyl-cyclohex-2-enol

2-allyl-cyclohex-2-enone

Downstream raw materials:

(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-{2-[(R)-6-(dimethyl-phenyl-silanyl)-cyclohex-1-enyl]-ethyl}-amine

C₃₉H₃₉NO₂

(1R,8aR)-1-(3-Benzyloxy-2-iodo-4-methoxy-benzyl)-2-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-1,2,3,4,6,7,8,8a-octahydro-isoquinoline

Hydrocodone

Refernces