C₆₄H₇₇Cl₆N₂O₂₀P

Base Information

• Chemical Name: C₆₄H₇₇Cl₆N₂O₂₀P
• CAS No.: 206272-22-2
• Molecular Formula: C₆₄H₇₇Cl₆N₂O₂₀P
• Molecular Weight: 1438.01
• Mol file: 206272-22-2.mol

Synonyms:C₆₄H₇₇Cl₆N₂O₂₀P

Chemical Property of C₆₄H₇₇Cl₆N₂O₂₀P

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₆₄H₇₇Cl₆N₂O₂₀P

There total 14 articles about C₆₄H₇₇Cl₆N₂O₂₀P 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: 98.0%

(R)-3-(benzyloxy)decanoic acid (19525-83-8) + allyl 6-O-[3-O-allyloxycarbonyl-6-O-benzyl-2-deoxy-4-O-(1,5-dihydro-3-oxo-3λ5-3H-2,4,3-benzodioxaphosphepin-3-yl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-4-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside (206272-21-1) → C64H77Cl6N2O20P (206272-22-2)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In 1,2-dichloro-ethane; at 20 ℃; for 1h;

DOI:10.1016/S0040-4020(98)00133-1

Reference yield:

allyl 4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside → C64H77Cl6N2O20P (206272-22-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 70 percent / Sn(OTf)2 / diethyl ether / 2 h / -20 - 0 °C

2: BH₃*Me₂NH; BF₃*Et₂O / CH₂Cl₂ / 2 h / -40 - 0 °C

3: 325 mg / BF₃*Et₂O / CH₂Cl₂ / 1 h / 0 °C

4: 91 percent / molecular sieves 4A; trimethylsilyl triflate / 1,2-dichloro-ethane / 0.5 h / -20 °C

5: 98 percent / dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / 1,2-dichloro-ethane / 1 h / 20 °C

With dmap; tin(II) trifluoromethanesulfonate; trimethylsilyl trifluoromethanesulfonate; dimethylamine borane; 4 A molecular sieve; boron trifluoride diethyl etherate; dicyclohexyl-carbodiimide; In diethyl ether; dichloromethane; 1,2-dichloro-ethane; 1: Alkylation / 2: Ring cleavage / 3: dealkylation / 4: Condensation / 5: Acylation;

DOI:10.1016/S0040-4020(98)00133-1

Reference yield:

N,N-diethyl-1,5-dihydro-3H-2,4,3-benzodioxaphosphepin-3-amine (82372-35-8) → C64H77Cl6N2O20P (206272-22-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 1H-tetrazole / 1,2-dichloro-ethane / 0.25 h / 20 °C

2: 3.24 g / m-chloroperbenzoic acid / 1,2-dichloro-ethane / 0.33 h / -20 °C

3: hydrogen / [Ir(cod)(PPh₂Me)2]PF₆ / tetrahydrofuran / 14 h / 20 °C

4: 482 mg / iodine / tetrahydrofuran; H₂O / 1 h

5: 97 percent / molecular sieves 4A; Cs₂CO₃ / 1,2-dichloro-ethane / 1.25 h / 20 °C

6: 91 percent / molecular sieves 4A; trimethylsilyl triflate / 1,2-dichloro-ethane / 0.5 h / -20 °C

7: 98 percent / dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / 1,2-dichloro-ethane / 1 h / 20 °C

With 1H-tetrazole; dmap; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; iodine; caesium carbonate; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; In tetrahydrofuran; water; 1,2-dichloro-ethane; 1: phosphitylation / 2: Oxidation / 3: Isomerization / 4: Hydrolysis / 5: Addition / 6: Condensation / 7: Acylation;

DOI:10.1016/S0040-4020(98)00133-1

upstream raw materials:

(R)-3-(benzyloxy)decanoic acid

allyl 6-O-[3-O-allyloxycarbonyl-6-O-benzyl-2-deoxy-4-O-(1,5-dihydro-3-oxo-3λ5-3H-2,4,3-benzodioxaphosphepin-3-yl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-4-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

N,N-diethyl-1,5-dihydro-3H-2,4,3-benzodioxaphosphepin-3-amine

phrnacyl (R)-3-hydroxydecanoate

Downstream raw materials:

C₆₀H₇₃Cl₆N₂O₁₈P