(2R,4S,5R,6R)-4-Acetoxy-6-((1R,2R)-1-acetoxy-3-benzyloxy-2-hydroxy-propyl)-2-phenylsulfanyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

• Chemical Name: (2R,4S,5R,6R)-4-Acetoxy-6-((1R,2R)-1-acetoxy-3-benzyloxy-2-hydroxy-propyl)-2-phenylsulfanyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester
• CAS No.: 879904-72-0
• Molecular Formula: C₃₀H₃₄Cl₃NO₁₁S
• Molecular Weight: 723.025
• Mol file: 879904-72-0.mol

Synonyms:(2R,4S,5R,6R)-4-Acetoxy-6-((1R,2R)-1-acetoxy-3-benzyloxy-2-hydroxy-propyl)-2-phenylsulfanyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester

Chemical Property of (2R,4S,5R,6R)-4-Acetoxy-6-((1R,2R)-1-acetoxy-3-benzyloxy-2-hydroxy-propyl)-2-phenylsulfanyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4S,5R,6R)-4-Acetoxy-6-((1R,2R)-1-acetoxy-3-benzyloxy-2-hydroxy-propyl)-2-phenylsulfanyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 6 articles about (2R,4S,5R,6R)-4-Acetoxy-6-((1R,2R)-1-acetoxy-3-benzyloxy-2-hydroxy-propyl)-2-phenylsulfanyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid 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:

(2R,4S,5R,6R)-4-Acetoxy-6-[(S)-acetoxy-((R)-2-phenyl-[1,3]dioxolan-4-yl)-methyl]-2-phenylsulfanyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester → (2R,4S,5R,6R)-4-Acetoxy-6-((1R,2R)-1-acetoxy-3-benzyloxy-2-hydroxy-propyl)-2-phenylsulfanyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester (879904-72-0)

Guidance literature:

With aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; In tetrahydrofuran; at 0 ℃;

DOI:10.3987/COM-05-S(T)30

Reference yield:

methyl (phenyl 8,9-O-benzylidene-3,5-dideoxy-2-thio-5-(2,2,2-trichloroethoxycarbonylamino)-D-glycero-β-D-galacto-2-nonulopyranosid)onate (879904-71-9) → (2R,4S,5R,6R)-4-Acetoxy-6-((1R,2R)-1-acetoxy-3-benzyloxy-2-hydroxy-propyl)-2-phenylsulfanyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester (879904-72-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; DMAP / CH₂Cl₂

2: BH₃*NMe₃; AlCl₃; 4 Angstroem molecular sieves / tetrahydrofuran / 0 °C

With pyridine; dmap; aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; In tetrahydrofuran; dichloromethane;

DOI:10.3987/COM-05-S(T)30

Reference yield:

(2R,4S,5R,6R)-5-Amino-4-hydroxy-2-phenylsulfanyl-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester; compound with methanesulfonic acid → (2R,4S,5R,6R)-4-Acetoxy-6-((1R,2R)-1-acetoxy-3-benzyloxy-2-hydroxy-propyl)-2-phenylsulfanyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester (879904-72-0)

Guidance literature:

Multi-step reaction with 4 steps

1: NEt₃ / acetonitrile; H₂O / 20 °C

2: CSA / acetonitrile / 20 °C

3: pyridine; DMAP / CH₂Cl₂

4: BH₃*NMe₃; AlCl₃; 4 Angstroem molecular sieves / tetrahydrofuran / 0 °C

With pyridine; dmap; aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; camphor-10-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; water; acetonitrile;

DOI:10.3987/COM-05-S(T)30

upstream raw materials:

methyl (phenyl 8,9-O-benzylidene-3,5-dideoxy-2-thio-5-(2,2,2-trichloroethoxycarbonylamino)-D-glycero-β-D-galacto-2-nonulopyranosid)onate

benzaldehyde dimethyl acetal

methyl (phenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycerol-β-D-galactonon-2-ulopyranoside)onate

methyl [phenyl 5-(2,2,2-trichloroethoxycarbonylamino)-3,5-dideoxy-2-thio-β-D-glycero-D-galacto-2-nonulopyranosid]onate

Downstream raw materials:

(2R,4S,5R,6R)-4-Acetoxy-6-[(1S,2R)-1-acetoxy-3-benzyloxy-2-(2-chloro-acetoxy)-propyl]-2-phenylsulfanyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester

octyl 5-amino-8-O-(5-amino-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid

C₅₆H₇₄Cl₆N₂O₂₃

C₅₈H₇₅Cl₇N₂O₂₄