BIOTIN METHYL ESTER

Base Information

• Chemical Name: BIOTIN METHYL ESTER
• CAS No.: 608-16-2
• Molecular Formula: C11H18 N2 O3 S
• Molecular Weight: 258.342
• Hs Code.: 2934999090
• Mol file: 608-16-2.mol

Synonyms:1H-Thieno[3,4-d]imidazole-4-pentanoicacid, hexahydro-2-oxo-, methyl ester, [3aS-(3aa,4b,6aa)]-; Biotin, methyl ester(7CI,8CI); (+)-Biotin methyl ester; D-(+)-Biotin methyl ester; d-Biotin methylester

Chemical Property of BIOTIN METHYL ESTER

Chemical Property:

• Vapor Pressure: 3.05E-09mmHg at 25°C
• Melting Point: ~166.5 °C(lit.)
• Boiling Point: 476.4°C at 760 mmHg
• PKA: 13.88±0.40(Predicted)
• Flash Point: 241.9°C
• PSA: 92.73000
• Density: 1.184g/cm³
• LogP: 1.54280
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

98%min ^*data from raw suppliers

(+)-BiotinMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: (+)-Biotin Methyl Ester is an protected intermediate in the synthesis of Biotin (B389040).

Technology Process of BIOTIN METHYL ESTER

There total 57 articles about BIOTIN METHYL 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:

5-bromopentanoic acid (2067-33-6) → (+/-)-biotin methyl ester (608-16-2,60562-11-0)

Guidance literature:

Multi-step reaction with 3 steps

1: (i) NaI, (ii) /BRN= 773645/, H₂SO₄

2: (i) <1,10>phenanthroline, MeLi, (ii) /BRN= 1930768/, (iii) TiCl₃, /BRN= 1098229/, (iv) /BRN= 1098229/, aq. H₂SO₄, (v) 1,4-diazabicyclo<2.2.2>octane, RhCl(PPh₃)3

3: aq. HCl / methanol

With hydrogenchloride; In methanol;

DOI:10.1021/ja00473a038

Reference yield:

5-iodovaleric acid tert-butyl ester (56198-37-9) → (+/-)-biotin methyl ester (608-16-2,60562-11-0)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) <1,10>phenanthroline, MeLi, (ii) /BRN= 1930768/, (iii) TiCl₃, /BRN= 1098229/, (iv) /BRN= 1098229/, aq. H₂SO₄, (v) 1,4-diazabicyclo<2.2.2>octane, RhCl(PPh₃)3

2: aq. HCl / methanol

With hydrogenchloride; In methanol;

DOI:10.1021/ja00473a038

Reference yield:

(3aα,6aα)-1,3-dibenzylhexahydro-1H-thieno<3,4-d>imidazol-2(3H)-one (56198-34-6) → (+/-)-biotin methyl ester (608-16-2,60562-11-0)

Guidance literature:

Multi-step reaction with 3 steps

1: NaIO₄ / methanol; H₂O

2: (i) <1,10>phenanthroline, MeLi, (ii) /BRN= 1930768/, (iii) TiCl₃, /BRN= 1098229/, (iv) /BRN= 1098229/, aq. H₂SO₄, (v) 1,4-diazabicyclo<2.2.2>octane, RhCl(PPh₃)3

3: aq. HCl / methanol

With hydrogenchloride; sodium periodate; In methanol; water;

DOI:10.1021/ja00473a038

upstream raw materials:

methanol

biotin chloride

biotin

diazomethane

Downstream raw materials:

biotin hydrazide

(d)-biotin sulfone

biotin

biocytin

Refernces

• 1、 Slavoff, Sarah A.,Chen, Irwin,Choi, Yoon-Aa,Ting, Alice Y.. "Expanding the substrate tolerance of biotin ligase through exploration of enzymes from diverse species". . p. 1160 - 1162. Retrieved 2008.
• 2、 Wang, Chao,Zhang, Yujing,Wang, Zeyu,Li, Yuelin,Guan, Qi,Xing, Dongming,Zhang, Weige. "Design, synthesis, and biological evaluation of biotinylated colchicine derivatives as potential antitumor agents". . p. 411 - 420. Retrieved 2021/12/24.
• 3、 Anderl, Felix,Balkenhohl, Moritz,Carreira, Erick M.,Fink, Moritz,Pfaff, Patrick. "Azoacetylenes for the Synthesis of Arylazotriazole Photoswitches". supporting information. p. 14495 - 14501. Retrieved 2021/09/18.