(-)-(1S,2R,4S,6R)-(O¹-methylphosphonyl)-2,4-bis(benzyloxy)-N-benzyloxycarbonyl-6-(2-phenylethyl)aminocyclohexanol

Base Information

• Chemical Name: (-)-(1S,2R,4S,6R)-(O¹-methylphosphonyl)-2,4-bis(benzyloxy)-N-benzyloxycarbonyl-6-(2-phenylethyl)aminocyclohexanol
• CAS No.: 676327-55-2
• Molecular Formula: C₃₇H₄₂NO₇P
• Molecular Weight: 643.717

Synonyms:(-)-(1S,2R,4S,6R)-(O¹-methylphosphonyl)-2,4-bis(benzyloxy)-N-benzyloxycarbonyl-6-(2-phenylethyl)aminocyclohexanol

Chemical Property of (-)-(1S,2R,4S,6R)-(O¹-methylphosphonyl)-2,4-bis(benzyloxy)-N-benzyloxycarbonyl-6-(2-phenylethyl)aminocyclohexanol

Chemical Property:

Purity/Quality:

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Technology Process of (-)-(1S,2R,4S,6R)-(O¹-methylphosphonyl)-2,4-bis(benzyloxy)-N-benzyloxycarbonyl-6-(2-phenylethyl)aminocyclohexanol

There total 5 articles about (-)-(1S,2R,4S,6R)-(O¹-methylphosphonyl)-2,4-bis(benzyloxy)-N-benzyloxycarbonyl-6-(2-phenylethyl)aminocyclohexanol 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:

C37H41ClNO6P → (-)-(1S,2R,4S,6R)-(O1-methylphosphonyl)-2,4-bis(benzyloxy)-N-benzyloxycarbonyl-6-(2-phenylethyl)aminocyclohexanol (676327-55-2)

Guidance literature:

With water; In tert-butyl alcohol; at 50 ℃; for 2h;

DOI:10.1039/b312808c

Reference yield:

phenethylamine (64-04-0) → (-)-(1S,2R,4S,6R)-(O1-methylphosphonyl)-2,4-bis(benzyloxy)-N-benzyloxycarbonyl-6-(2-phenylethyl)aminocyclohexanol (676327-55-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 75 percent / Yb(OTf)3 / 1,2-dichloro-ethane / 20 h / Heating

2: DMAP; TEA / CH₂Cl₂ / 16 h / 20 °C

3: TEA; DMAP / CH₂Cl₂ / 16 h / 20 °C

4: 312 mg / H₂O / 2-methyl-propan-2-ol / 2 h / 50 °C

With dmap; TEA; water; ytterbium(III) triflate; In dichloromethane; 1,2-dichloro-ethane; tert-butyl alcohol;

DOI:10.1039/b312808c

Reference yield:

(+)-(1S,2R,4R,6R)-2,4-Bis(benzyloxy)-1,6-epoxycyclohexane (163878-18-0) → (-)-(1S,2R,4S,6R)-(O1-methylphosphonyl)-2,4-bis(benzyloxy)-N-benzyloxycarbonyl-6-(2-phenylethyl)aminocyclohexanol (676327-55-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 75 percent / Yb(OTf)3 / 1,2-dichloro-ethane / 20 h / Heating

2: DMAP; TEA / CH₂Cl₂ / 16 h / 20 °C

3: TEA; DMAP / CH₂Cl₂ / 16 h / 20 °C

4: 312 mg / H₂O / 2-methyl-propan-2-ol / 2 h / 50 °C

With dmap; TEA; water; ytterbium(III) triflate; In dichloromethane; 1,2-dichloro-ethane; tert-butyl alcohol;

DOI:10.1039/b312808c

upstream raw materials:

phenethylamine

(+)-(1S,2R,4R,6R)-2,4-Bis(benzyloxy)-1,6-epoxycyclohexane

(-)-(1S,2R,4S,6R)-2,4-bis(benzyloxy)-6-(2-phenylethyl)aminocyclohexanol

(-)-(1S,2R,4S,6R)-2,4-bis(benzyloxy)-(N-benzyloxycarbonyl)-(N-2-phenylethyl)-6-aminocyclohexanol

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