6,7-dideoxy-2-<(4-methoxyphenyl)methoxy>-3,4,5-tris-O-(phenylmethyl)-D-gulo/ido-hept-6-enose, cyclic 1,3-propanediyl mercaptals

Base Information

• Chemical Name: 6,7-dideoxy-2-<(4-methoxyphenyl)methoxy>-3,4,5-tris-O-(phenylmethyl)-D-gulo/ido-hept-6-enose, cyclic 1,3-propanediyl mercaptals
• CAS No.: 138560-26-6
• Molecular Formula: C₃₉H₄₄O₅S₂
• Molecular Weight: 656.907
• Mol file: 138560-26-6.mol

Synonyms:

Chemical Property of 6,7-dideoxy-2-<(4-methoxyphenyl)methoxy>-3,4,5-tris-O-(phenylmethyl)-D-gulo/ido-hept-6-enose, cyclic 1,3-propanediyl mercaptals

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6,7-dideoxy-2-<(4-methoxyphenyl)methoxy>-3,4,5-tris-O-(phenylmethyl)-D-gulo/ido-hept-6-enose, cyclic 1,3-propanediyl mercaptals

There total 1 articles about 6,7-dideoxy-2-<(4-methoxyphenyl)methoxy>-3,4,5-tris-O-(phenylmethyl)-D-gulo/ido-hept-6-enose, cyclic 1,3-propanediyl mercaptals 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:

1,3 dithiane (505-23-7) + 2,3,4-tri-O-benzyl-5,6-dideoxy-D-xylo-hex-5-enose (73111-58-7,130861-06-2,73111-15-6) + p-methoxybenzyl chloride (824-94-2) → (2S,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-2-methoxy-6-methyltetrahydro-2H-pyran (73174-45-5) + 6,7-dideoxy-2-<(4-methoxyphenyl)methoxy>-3,4,5-tris-O-(phenylmethyl)-D-gulo/ido-hept-6-enose, cyclic 1,3-propanediyl mercaptals (138560-26-6,138560-32-4)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1016/S0040-4020(01)88278-8

Reference yield:

6,7-dideoxy-2-<(4-methoxyphenyl)methoxy>-3,4,5-tris-O-(phenylmethyl)-D-gulo/ido-hept-6-enose, cyclic 1,3-propanediyl mercaptals (138560-26-6,138560-32-4) → (+)-(3aα,4α,5β,6α,7β,7aα)-octahydro-7-<(4-methoxyphenyl)methoxy>-1-methyl-4,5,6-tris(phenylmethoxy)-2,1-benzisoxazole (138662-31-4)

Guidance literature:

Multi-step reaction with 2 steps

1: N-chlorosuccinimde (NCS), AgNO₃ / acetone; H₂O / 0.75 h

2: 2.6 percent / methanol / 22 h / Heating

With N-chloro-succinimide; silver nitrate; In methanol; water; acetone;

DOI:10.1016/S0040-4020(01)88278-8

Reference yield:

6,7-dideoxy-2-<(4-methoxyphenyl)methoxy>-3,4,5-tris-O-(phenylmethyl)-D-gulo/ido-hept-6-enose, cyclic 1,3-propanediyl mercaptals (138560-26-6,138560-32-4) → (-)-(3aα,4α,5β,6α,7β,7aβ)-octahydro-7-<(4-methoxyphenyl)methoxy>-1-methyl-4,5,6-tris(phenylmethoxy)-2,1-benzisoxazole (138662-30-3)

Guidance literature:

Multi-step reaction with 2 steps

1: N-chlorosuccinimde (NCS), AgNO₃ / acetone; H₂O / 0.75 h

2: 17 percent / methanol / 22 h / Heating

With N-chloro-succinimide; silver nitrate; In methanol; water; acetone;

DOI:10.1016/S0040-4020(01)88278-8

upstream raw materials:

1,3 dithiane

2,3,4-tri-O-benzyl-5,6-dideoxy-D-xylo-hex-5-enose

p-methoxybenzyl chloride

Downstream raw materials:

6,7-dideoxy-2-<(4-methoxyphenyl)methoxy>-3,4,5-tris-O-(phenylmethyl)-D-gulo-hept-6-enose

6,7-dideoxy-2-<(4-methoxyphenyl)methoxy>-3,4,5-tris-O-(phenylmethyl)-D-ido-hept-6-enose

(-)-(3aα,4α,5β,6α,7β)-3,3a,4,5,6,7-hexahydro-7-<(4-methoxyphenyl)methoxy>-4,5,6-tris(phenylmethoxy)-2,1-benzisoxazole

(+)-(3aα,4α,5β,6α,7β,7aα)-octahydro-7-<(4-methoxyphenyl)methoxy>-1-methyl-4,5,6-tris(phenylmethoxy)-2,1-benzisoxazole