(4-methoxy-phenyl)-carbamic acid 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-3,6-dihydro-2H-pyran-3-yl ester

Base Information

• Chemical Name: (4-methoxy-phenyl)-carbamic acid 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-3,6-dihydro-2H-pyran-3-yl ester
• CAS No.: 413192-31-1
• Molecular Formula: C₃₁H₃₇NO₆Si
• Molecular Weight: 547.723
• Mol file: 413192-31-1.mol

Synonyms:(4-methoxy-phenyl)-carbamic acid 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-3,6-dihydro-2H-pyran-3-yl ester

Chemical Property of (4-methoxy-phenyl)-carbamic acid 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-3,6-dihydro-2H-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4-methoxy-phenyl)-carbamic acid 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-3,6-dihydro-2H-pyran-3-yl ester

There total 1 articles about (4-methoxy-phenyl)-carbamic acid 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-3,6-dihydro-2H-pyran-3-yl 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: 95.0%

4-Methoxyphenyl isocyanate (5416-93-3) + methyl α-D-6-O-t-butyldiphenylsilyl-2,3-dideoxyhex-2-enoerythropyranoside (87316-20-9) → (4-methoxy-phenyl)-carbamic acid 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-3,6-dihydro-2H-pyran-3-yl ester (413192-31-1)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;

DOI:10.1021/ja012126h

Reference yield: 90.0%

(4-methoxy-phenyl)-carbamic acid 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-3,6-dihydro-2H-pyran-3-yl ester (413192-31-1) → (3aS,4R,6S,7aS)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methoxy-1-(4-methoxy-phenyl)-hexahydro-pyrano[4,3-d]oxazol-2-one (413193-26-7)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dimethyl sulfoxide; at 90 ℃; for 24h;

DOI:10.1021/ja012126h

Reference yield:

(4-methoxy-phenyl)-carbamic acid 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-3,6-dihydro-2H-pyran-3-yl ester (413192-31-1) → (3aS,4R,6S,7aS)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methoxy-hexahydro-pyrano[4,3-d]oxazol-2-one

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / o-iodoxybenzoic acid / tetrahydrofuran; dimethylsulfoxide / 24 h / 90 °C

2: 91 percent / ceric ammonium nitrate / acetonitrile; H₂O / 0 °C

With ammonium cerium(IV) nitrate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; water; dimethyl sulfoxide; acetonitrile;

DOI:10.1021/ja012126h

upstream raw materials:

4-Methoxyphenyl isocyanate

methyl α-D-6-O-t-butyldiphenylsilyl-2,3-dideoxyhex-2-enoerythropyranoside

Downstream raw materials:

(3aS,4R,6S,7aS)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methoxy-1-(4-methoxy-phenyl)-hexahydro-pyrano[4,3-d]oxazol-2-one